Month: February 2021

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 210532-25-5 as follows. Formula: C6H3ClF2O2S

General procedure: A solution of 1,3-Bis(aminomethyl)benzene (100 mg, 0.73 mmol) and 0.25 ml triethylamine in 20 ml dichloromethane was stirred at 0 C. To this solution was slowly added appropriate benzamide or benzenesulfonamide (2.2 mmol) in 20 ml dichloromethane dropwise. After 10 minutes, the reaction mixture was then placed to ambient temperature and stirred for 2 hours. Upon completion, the reaction mixture was concentrated under reduced pressure. Purification by flash chromatography (silica gel, dichloromethane/methanol 40: 1) afforded a white solid.

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Yanmei; Liu, Bo; Ouyang, Liang; Pan, Dabo; Xiang, Honggang; Zhang, Jifa; Zhang, Jin; Chinese Chemical Letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 15205-15-9 as follows. Computed Properties of C7H7ClFN

The above intermediate (0.14 mmol, 35 mg) was dissolved in dimethyl sulfoxide (DMSO), to which were added HOBt (0.35 mmol, 49.43 mg), EDCl ¡¤ HCl (0.35 mmol, 68.42 mg), DIEA (0.56 mmol, 73.79 mg). After stirring at room temperature for 15 minutes, (0.14 mmol, 22.82 mg) (CAS: 68220-26-8, Bide, Shanghai) was added. The reaction was carried out at room temperature for 5 hours. The reaction system was extracted with water/ethyl acetate (3 x 15 mL), then the organic phase was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, concentrated, purified by reverse phase preparative HPLC (using 0.35% trifluoroacetic acid-containing aqueous solution and methanol as mobile phase), and vacuum concentrated to obtain compound I-a-1 (12.1 mg, 22%).

According to the analysis of related databases, 15205-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xiamen University; DENG, Xianming; WANG, Hongrui; ZENG, Taoling; ZHANG, Ting; JIANG, Tingting; (181 pag.)EP3626718; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 20850-43-5,Some common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, molecular formula is C8H7ClO2, 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.

To a slurry of magnesium turnings (1.09 g, 44.8 mmol) in 5 mL of THF was added iodine (0.0650 g, 0.256 mmol), followed by a solution of 5-(chloromethyl)benzo[d][l,3]dioxole (6.55 g, 38.4 mmol) in 30 mL of THF. After 1 minute, the exothermic reaction mixture was placed in an ice bath for 1 minute and then stirred at ambient temperature for 1 hour. TMEDA (7.68 ml, 51.2 mmol) was added to the reaction and the mixture was cooled to -78 0C for 5 minutes at which point a solution of (E)-N-((S)-2,3-bis(tert- butyldimethylsilyloxy)propylidene)-2-methylpropane-2-sulfinamide (5400 mg, 12.8 mmol) in 25 mL THF was added via a syring pump over 15 minutes. The reaction was allowed to warm to RT over the course of 2 hours then stirerd at RT for an additional hour. The mixture was diluted with ethyl acetate (100 mL) and poured in saturated ammonium chloride (250 mL). The aqueous layer was extracted with ethyl acetate (2 x 250 mL) and the combined organic layers were washed with water and then brine and dried over Na2SO4. The organic colvents were filtered, concentrated under reduced pressure and the crude material was purified by silica gel to provide N-((2R,3S)-1- (benzo[d][l,3]dioxol-5-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2- methylpropane-2-sulfinamide (4.51 g, 63.1% yield) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Chloromethyl)benzo[d][1,3]dioxole, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2009/64418; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 108-70-3, 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 108-70-3 as follows.

General procedure: An oven-dried and argon-flushed pressure tube was charged with 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene or 1,2,3-trichlorobenzene (0.25 mmol), Pd2(dba)2 (1.25 mol%), cataCXium A (5.0 mol%), boronic acid (1.5 mmol) and K3PO4 (1.5 mmol) followed by anhydrous toluene (4.0 mL). The tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 C for 24 h. The cooled reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography.

According to the analysis of related databases, 108-70-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Reimann, Sebastian; Ehlers, Peter; Sharif, Muhammad; Spannenberg, Anke; Langer, Peter; Tetrahedron; vol. 72; 8; (2016); p. 1083 – 1094;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 202925-07-3, The chemical industry reduces the impact on the environment during synthesis 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, I believe this compound will play a more active role in future production and life.

10385] 1.5 g of2-methoxy-6,7,8,9-tetrahydro-5H-benzo[7] annulen-5-one were initially charged in 12 ml of THF, 2.8 g of sodium tert-butoxide, 1.20 ml of 2-chloro- 1 -fluoro-4-meth- oxybenzene and 135 mg of allylchloro[1 ,3-bis(2,6-diisopro- pylphenyl)imidazol-2-yliden]palladium(II) were added and the mixture was heated in a microwave vessel (pressure vessel) at 120 C. for 90 mm. Two analogous reactions were carried out, and the batches were combined, Water was added, and the THF was removed under reduced pressure. The residue was diluted with ethyl acetate and water, the phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with sodium chloride solution, dried over sodium sulphate and concentrated. Purification by column chromatography (hexane/acetone) gave 2.29 g of the title compound. C,9H,9F03 (314.36). MS (ESIpos) mass found: 314.00.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-1-fluoro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Wintermantel, Tim; Moeller, Carsten; Bothe, Ulrich; Nubbemeyer, Reinhard; Zorn, Ludwig; Ter Laak, Antonius; Bohlmann, Rolf; Wortmann, Lars; US2015/80438; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

General procedure: Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 918538-05-3.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 33050-38-3, The chemical industry reduces the impact on the environment during synthesis 33050-38-3, name is 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, I believe this compound will play a more active role in future production and life.

b) The 3-chloro-6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazine can be prepared in the following way:106 mg of sodium hydride at 60% in oil are added to a solution of 530 mg of cyclohexanol in 5 cm3 of tetrahydrofuran at 0 C. under argon. After stirring for 15 min, 500 mg of 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine (commercial) are added. The brown suspension is stirred, allowing the temperature to return gradually to 20 C. for 24 1H). The reaction medium is poured into water and the mixture is extracted with ethyl acetate. After concentration to dryness under vacuum, a brown powder is obtained, which is washed with ether. The filtrate is concentrated to dryness and the oily yellow residue is chromatographed on Biotage Quad 12/25 (KP-SIL, 60 ; 32-63 mum), elution being carried out with a gradient of 100% dichloromethane to 95:5 dichloromethane/methanol. 184 mg of 3-chloro-6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazine are thus obtained in the form of a white powder, the characteristics of which are as follows:MASS SPECTRUM: LC/MS Electrospray on WATERS UPLC-SQD:MH+=253+1H NMR SPECTRUM (400 MHz, d6-DMSO) delta ppm: 0.84-1.01 (m, 4H) 1.98 (m, 1H) 7.43 (tdd, J=8.5, 2.6, 1.0 Hz, 1H) 7.51-7.65 (m, 2H) 7.70 (d, J=8.5 Hz, 1H) 7.77 (ddd, J=10.4, 2.6, 1.7 Hz, 1H) 7.88 (ddd, J=7.8, 1.7, 1.0 Hz, 1H) 8.05 (d, J=9.8 Hz, 1H) 8.22 (broad d, J=2.0 Hz, 1H) 8.54 (d, J=9.8 Hz, 1H) 12.68 (broad m, 1H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, other downstream synthetic routes, hurry up and to see.

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

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Chloro-N,N-dimethylethanamine hydrochloride

To a mixture [OF 4-HYDROXYBENZALDEHYDE (1.] 34 g, 10.97 [MMOL)] and 2- dimethylaminoethyl chloride hydrochloride (1.95 g, 13.54 [MMOL)] in DMF (12 mL) was added KzCOs (6.04 g, 3.23 [MMOL).] The mixture was heated at reflux for 12 h. The residue was partitioned between [HZ0] and EtOAc. The organic layer was dried [(MGSO4),] filtered, and concentrated. The crude material was purified by flash chromatography [(10%] [MEOH/CH2CI2) TO YIELD 4-[2-(DIMETHYLAMINO) ETHOXYBENZALDEHYDE] (220 mg, 10%) as an orange liquid. ‘H NMR (400 MHz, CDCl3) 8 9. 87 (s, 1H), 7. [82 (D, 2H),] 7.01 (d, [2H),] 4.16 (t, [2H),] 2. [79 (T,] 2H), 2. 37 (s, 6H).

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/9602; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, 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. Quality Control of 1-Bromo-3-chlorobenzene

To a stirred solution of 1-bromo-3-chlorobenzene (1.0 g, 5.22 mmol, 1.00 equiv) in tetrahydrofuran (5 mL), was added4,4,5 ,5-tetramethyl-2- (tetramethyl- 1 ,3,2-dioxaborolan-2-yl)- 1,3 ,2-dioxaborolane (800 mg, 3.15mmol, 0.60 equiv), 4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine (43 mg, 0.16 mmol, 0.03 equiv), bis(( 1Z,5Z)-cycloocta- 1 ,5-diene)dimethyl-2,4-dioxa- 1 ,3-diiridabicyclo[ 1.1 .0]butane-2,4-diium- 1 ,3-diuide (33 mg, 0.05 mmol, 0.01 equiv) under nitrogen. The mixture was stuffed for overnight at 80 C. The solid was filtered out and the filtrate was concentrated under vacuum. Crude product was purified by a silica gelcolumn with ethyl acetate/petroleum ether (1:10) to give 1.29 g (78%) of the title compound as colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-37-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 102-49-8, name is 3,4-Dichlorobenzylamine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 102-49-8, Quality Control of 3,4-Dichlorobenzylamine

General procedure: Compounds 5a?7a, 9a?11a, and 13a were synthetized using a microwave reactor with a focusedfield. Corresponding N-benzyl-3-chloropyrazine-2-carboxamide (0.6 mmol) was dissolved in methanol(3 mL) and appropriate benzylamine (1.8 mmol, 3 equiv.), along with pyridine (40 mg, 0.6 mmol,1 equiv.) as a base, were added. Our previous observations revealed that triethylamine (TEA) as a basecannot be used for microwave reactions. During the procedure, TEA is partially decomposed (probablyto diethylamine and similar species, which may act as undesired nucleophiles in the dehalogenationreaction). The use of pyridine as the base combined with benzylamines was experimentally verifiedin previous projects [18]. Conditions for synthesis were 150¡ãC, 30 min, and 100 W. The progressof the reactions was monitored by TLC in system hexane/ethyl acetate 1:1. The reaction mixturewas adsorbed on silica by removing the solvents in vacuo and the product was purified by flashchromatography using gradient elution with ethyl acetate (0?100percent) in hexane. Products 7a and 10awere recrystallized from EtOH/H2O.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,4-Dichlorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Semelkova, Lucia; Jand’ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Franti?ek; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; McPhee, Derek J.; Molecules; vol. 22; 3; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics