Author: Jessica.F

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 59767-13-4, name is Setastine HCl, A new synthetic method of this compound is introduced below., Recommanded Product: 59767-13-4

1. The L-setastine hydrochloride can be synthesized by the SFC method. The Daicel chiral column setastine hydrochloride racemic (provided by Anhui Kelong medicine research institute) is used for chiral isomer separation by the Daicel preparation equipment, and its corresponding component is collected, so that pure optical isomers can be obtained by rotary evaporators. Column model for Daicel preparation equipment is CHIRALPAK AY-H (5 cm I.D.¡Á25 cm L.), and the mobile phase is CO2/EtOH/DEA=85/15/0.1 (v/v), and the flow rate is 100 g/min. The yield for the synthesis method is 40%, which means that 0.5 gram of L-setastine hydrochloride is obtained by adding 0.2 g of setastine hydrochloride racemic. The ee value is 98%, and [a]D20=-7.4 (c1.00, CH30H). NMR results were as follows: [0050] (1H)-NMR (DMSO-d6, delta (ppm)): 1.56-1.65 (4H), 1.82-1.87 (4H), 1.87 (3H), 3.17-3.37 (4H), 3.32 (2H), 3.60 (2H), 7.20-7.41 (9H). [0051] Meanwhile, 0.22 grams of D-setastine hydrochloride are obtained, which has the yield for generating D-setastine hydrochloride is 44%, and ee value thereof is 98.5%.

The synthetic route of 59767-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANHUI QINGYUN PHARMACEUTICAL; Huang, Qingyun; Huang, Qingguo; Lou, Meixian; US2014/296517; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 33050-36-1, These common heterocyclic compound, 33050-36-1, name is 3-Chloro-[1,2,4]triazolo[4,3-b]pyridazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 101-(2-Morpholin-4-ylethyl)-3-[6-([1,2,4]triazolo[4,3-b]pyridazin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]ureaa) The 1-(2-morpholin-4-ylethyl)-3-[6-([1,2,4]triazolo[4,3-b]pyridazin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]urea can be prepared in the following way:277 mg of n-tributyl phosphine are added to a solution of 462 mg of 1-(2-morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea in 5.5 cm3 of tetrahydrofuran. This mixture is stirred for 1 h at 20 C. with nitrogen sparging, before the addition of 176 mg of 3-chloro-1,2,4-triazolo[4,3-b]pyridazine, 166 mg of potassium tert-butoxide, 12 mg of tetraphenyldiphosphoxane and 11 cm3 of toluene and stirring for 30 min at 20 C. with nitrogen sparging. 10 mg of tris(1,5-diphenylpenta-1,4-dien-3-one)dipalladium(0) are then added to the resulting mixture and the subsequent mixture is brought to reflux for 17 h. The solvent is concentrated under reduced pressure and the residue is then taken up in water and 0.1N hydrochloric acid HCl. The mixture obtained is then extracted with a 90/10 mixture of ethyl acetate/methanol. 632 mg of a yellow oil are obtained, and chromatographed on Biotage Quad 12/25 (KP-SIL, 60 A; 32-63 muM), elution being carried out with a gradient of dichloromethane then dichloromethane/methanol: 99/1, 98/2, 97/3, 96/4, 95/6, 92/8, 90/10, 80/20. 75 mg of 1-(2-morpholin-4-ylethyl)-3-[6-([1,2,4]triazolo[4,3-b]pyridazin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]urea are thus obtained in the form of a beige powder, the characteristics of which are as follows:MELTING POINT: 252 C. (Koefler block)NMR SPECTRUM 1H NMR (400 MHz, d6-DMSO) deltappm: 2.36-2.45 (m, 6H) 3.24-3.36 (m, 2H) 3.55-3.63 (m, 1H)6.78 (br. s., 0H) 7.38-7.48 (m, 0H) 7.57 (d, J=8.5 Hz, 0H) 8.04 (d, J=1.5 Hz, 0H) 8.43 (dd, J=9.5,1.5 Hz, 0H) 8.70 (dd, J=4.5, 1.5 Hz, 0H) 10.85-10.95 (m, 0H)MASS SPECTRUM: UPLC-MS-DAD-ELSD: 457(+)=(M+H)(+).

Statistics shows that 3-Chloro-[1,2,4]triazolo[4,3-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 33050-36-1.

Reference:
Patent; sanofi-aventis; US2010/298315; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

102170-53-6, name is 4-Bromo-5-chloro-2-methoxyaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: chlorides-buliding-blocks

To each of 2 ice/water cooled flasks, containing 4-bromo-5-chloro-2-methoxyaniline (120 g, 507.42 mmol) in DCM (1000 mL) was added boron tribromide (382 g, 1522.26 mmol). After addition, the mixture was warmed to room temperature and stirred for 2 h. The reactionmixtures were poured into ice/water (2L), basified with solid sodium bicarbonate to pH 7 and extracted with ethyl acetate (l000mL x 6). The combined organics were dried over sodium sulphate and the solvent removed to give 2-amino-5-bromo-4-chlorophenol as a brown solid (220 g).LCMS: Rt 1.35 mi MH 222/224.

The synthetic route of 102170-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOUILLOT, Anne Marie Jeanne; DENIS, Alexis; LIDDLE, John; MIRGUET, Olivier; WALKER, Ann, Louise; (64 pag.)WO2016/188827; (2016); A1;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (500 mg, 2.05 mmol, prepared according to example 43) was combined with vinylboronic acid pinacol ester (0.43 mL, 2.3 mmol), Pd(dppf)Cl2 (150 mg, 0.21 mmol) and K2C03 (850 mg, 6.15 mmol) in 1,4-dioxane (10 mL) and H20 (2 mL). The mixture was stirred at 90 C for 2 h under N2. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 10-20% EtOAc in petroleum ether to yield 6-chloro-2-methyl-8-(prop- l-en-2-yl)imidazo[l,2- b]pyridazine (300 mg, 77%). MS m/z 208.0, 210.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1298031-94-3, its application will become more common.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 621-62-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 621-62-5 name is 2-Chloro-1,1-diethoxyethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

0.95 g (2.5 mmol) of 5-chloro-7-(1,2-dimethylpropylamino)-6-(3-methylthiophen-2-yl)pyrazolo-[1,5-alpha]pyrimidine-3-carboxamide was dissolved in 25 ml of ethanol, and 1.0 g (6.5 mmol) of chloroacetaldehyde diethyl acetal was added. The mixture was stirred for 3 hours at 120 C. and 15 bar in a microwave oven (200 W). The reaction mixture was then concentrated under reduced pressure, and the residue that remained was chromatographed on silica gel using a mixture of cyclohexane:ethyl acetate=1:1. This gave 0.3 g of [5-chloro-6-(3-methylthiophen-2-yl)-3-oxazol-2-yl-pyrazolo[1,5-alpha]pyrimidin-7-yl](1,2-dimethylpropyl)amine (logPs=4.3; content according to HPLC: 98%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1,1-diethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; Gebauer, Olaf; Gayer, Herbert; Heinemann, Ulrich; Herrmann, Stefan; Hillebrand, Stefan; Elbe, Hans-Ludwig; Ebbert, Ronald; Wachendorff-Neumann, Ulrike; Dahmen, Peter; Kuck, Karl-Heinz; US2005/187224; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 328-84-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 328-84-7, name is 3,4-Dichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 Synthesis of 2,3-dichloro-6-trifluoromethylbenzaldehyde STR10 54 g (0.25 mol) of 3,4-dichlorobenzotrifluoride was dissolved in 500 ml of anhydrous THF, and cooled down to -70 C. with dry ice/acetone. To the solution, 190 ml (0.3 mol) of hexane solution of n-butyl lithium was added dropwise over 45 minutes, while keeping the temperature at -70 C. The reaction solution was matured for an hour at -70 C., then 30 g (0.5 mol) of methyl formate was dropped into the solution over 30 minutes, while keeping the temperature at -70 C. After the reaction solution was matured for an hour at -70 C., the temperature of the solution was elevated to room temperature. The reaction solution was poured into ice water and extracted with ether. The organic layer obtained was washed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure. The resulting residue was distilled to give 47.3 g of oily product. Yield 77% (purity 95%), 84~94 C./3mmHg.

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Soda Co., Ltd.; US5977414; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 112581-77-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 112581-77-8, name is 2,6-Dichloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Zinc chloride (2.04 g, 15.0 mmol) was dried at 180C for 2 hours under vacuum and then cooled to room temperature, and anhydrous tetrahydrofuran (20.0 mL) was added thereto. n-Butyl lithium (1.6 M, 9.0 mL, 14.4 mmol) was added dropwise thereto over about 30 minutes under ice-cooling and stirred for 30 minutes under ice-cooling, to prepare a solution of n-butylzinc chloride in tetrahydrofuran. Separately, a suspension of 2,6-dichloroimidazo[1,2-b]pyridazine (1.88 g, 10.0 mmol) and [1,3-bis(diphenylphosphino)propane]nickel (II) dichloride (0.16 g, 0.30 mmol) in anhydrous tetrahydrofuran (20.0 mL) was prepared under a nitrogen atmosphere, and the previously prepared solution of n-butylzinc chloride in tetrahydrofuran while being maintained at 3 to 6C was added dropwise thereto over 30 minutes. The mixture was stirred for 15 minutes under ice-cooling and for 3 hours at room temperature, then poured into a saturated saline solution and adjusted to pH 2 with dilute hydrochloric acid. The reaction solution was extracted twice with ethyl acetate, and the extracts were combined, dehydrated over anhydrous magnesium sulfate and concentrated under reduced pressure. The residues were purified by silica gel column chromatography (ethyl acetate : hexane = 1 : 4), to give the title compound as pale yellow crystals. The yield was 2.03 g (96.8%). mp 61.0-63.0C1H NMR (CDCl3, delta): 0.96(3H, t, J=7.3 Hz), 1.41(2H, tq, J=7.5, 7.3 Hz),1.73(2H, tt, J=7.8, 7.5 Hz), 2.81(2H, t, J=7.8 Hz), 6.96(1H, d, J=9.4 Hz), 7.74(1H, d, J=9.4 Hz), 7.79(1H, s). IR(Nujol, cm-1): 3115, 3061, 1545, 1466, 1378, 1326, 1276, 817.

The synthetic route of 2,6-Dichloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1466527; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1435-44-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1435-44-5 name is 1-Chloro-2,4-difluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1-Chloro-2,4-difluoro-5-nitrobenzene: To a stirred solution of 1-chloro-2,4-difluorobenzene (0.829 g, 5.58 mmol, Aldrich, used as received) in conc. H2 SO4 (8.0 mL) at 0 C., KNO3 (0.565 g, 5.59 mmol) was added in one lot. The resulting solution was allowed to warm to 28 C. and stirred overnight at 28 C. It was then poured into ice (80 g) and extracted with ethyl acetate (75 mL). The ethyl acetate was dried over anhydrous Na2 SO4, removed under vacuum, and the resulting oil was dried further under vacuum to afford 1.007 g (93%) of the pure (1 H NMR) title compound as a light red oil; 1 H NMR (CDCl3): delta7.168 (dd, 1H, J1 =9.9 Hz, J2 =8.4 Hz), 8.238 (t, 1H, J=7.5 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-2,4-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; State of Oregon, acting by and through the Oregon State Board of Higher Education, acting for and on behalf of the Oregon Health Sciences University and the University of Oregon, Eugene Oregon; Acea Pharmaceuticals, Inc.; The Regents of the University of California; US5631373; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6276-54-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6276-54-6 as follows.

To a solution of phenol A4 (80 mg, 0.22 mmol, 1.0 equiv) indry CH3CN (4 mL) was added tetrabutylammonium hydrogen sulfate (16.0 mg, 0.05 mmol, 0.21 equiv) and powdered NaOH (32 mg, 0.80 mmol, 3.6 equiv). This mixture was then allowed to stir at room temperature for 30 minutes, at which point 1-Amino-3-chloropropane hydrochloride (58 mg, 0.45 mmol, 2.0 equiv) was added to the solution. The mixture was then placed in an oil bath that had been preheated to 55 C, and was allowed to stir at this temperature for 14 hours.Following determination of reaction completion by TLC and LCMS analysis, the solution was then removed from the oil bath and allowed to cool to room temperature. Upon cooling, the mixture was diluted with EtOAc (20 mL) prior to the addition of H20 (10 mL), which served to dissolve all of the inorganic solids present. Following separation of the layers, the aqueous layer was extracted with EtOAc (20 mL). The organic layer was then washed with brine (10 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified through flash column chromatography (12 g silica gel cartridge, 0-100% EtOAc/Hexanes, followed by 0-20% MeOHICH2C12, and desired product eluted during 20%MeOH, to yield the desired product (65.0 mg, 70%) as a yellow solid. ?H NIVIR (400 MHz,CHLOROFORM-d) 7.13 (d, J= 8.52 Hz, 2H), 6.85 (d, J = 8.52 Hz, 2H), 3.96-4.13 (m, 2H),2.94 (t, J = 6.70 Hz, 2H), 2.67-2.89 (m, 1H), 2.20 -2.28 (m, 2H), 2.09 -2.15 (m, 1H), 1.91 -2.04 (m, 8H), 1.66 – 1.86 (m, 12H), 1.50 – 1.66 (m, 1H), 1.22 – 1.49 (m, 2H); 13C NMR (100IVIHz, CHLOROFORIVI-d) 157.4, 138.1, 127.8, 114.5, 111.5, 109.3, 76.8, 66.0, 42.5, 41.2,39.3, 36.9, 36.6, 36.5, 35.0, 35.0, 34.9, 34.9, 34.3, 33.2, 32.7, 27.0, 26.6, 23.7; MS (ESI)calculated for C25H36N04 [M + H] m/z 414.26, found 414.17

According to the analysis of related databases, 6276-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; TALUKDER, Poulami; RENSLO, Adam, Robert; BLANK, Brian, Richard; MUIR, Ryan, Keith; EVANS, Michael, John; (270 pag.)WO2019/5977; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29671-92-9, These common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A l l three-neck round-bottom flask equipped with a mechanical stirrer, a condenser, and a thermocouple was charged with ethyl 2-(6-amino-2,3-dichlorobenzylamino)acetate of formula (3B) (20.00 g, 72.0 mmol), chloroformamidine hydrochloride (12.44 g, 108 mmol) and acetonitrile (120 ml) under argon, and the suspension was heated to 40C. Then, acetic acid (21 ml, 363 mmol) was added and the suspension was heated to reflux (90C in oil bath). After 5 hours, the compound of formula (3B) was fully consumed as checked by HPLC. The suspension was diluted with acetonitrile (60 ml), and then N,N-diisopropylethylamine (44 ml, 252 mmol) was added drop-wise over approx. 3 minutes, and the suspension was stirred for an additional 75 minutes. Then, the reaction mixture was cooled to 50C and water (150 ml) was added. Stirring at 50C was continued for 1 hour. Then, the suspension was filtered, washed with water (30 ml), ethanol (50 ml), and methyl i-butyl ether (50 ml), and dried (23C, 100 mbar, N2 bleed, 18 hours) to give 13.48 g of anagrelide as a pale beige solid (73% of theory) in 99.53% purity (HPLC, external standard)).

Statistics shows that Carbamimidic chloride hydrochloride is playing an increasingly important role. we look forward to future research findings about 29671-92-9.

Reference:
Patent; SYNTHON BV; GIELING, Reinerus Gerardus; LINDEN van der, Johannes Bastiaan; VERKERK, Pascal Renart; MEL?A, Petr; WO2014/139572; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics