Tag: M.W=200-300

Synthetic Route of 328-84-7, These common heterocyclic compound, 328-84-7, name is 3,4-Dichlorobenzotrifluoride, 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 1 2,3-dichloro-6-trifluoromethylbenzoic acid (Compound No. 11) STR17 83.4 g of 3,4-dichlorobenzotrifluoride was dissolved in 800 ml of dried tetrahydrofuran, and 250 ml of hexane solution of n-butyl lithium(1.6 mol/1) was added to the solution dropwise over 15 minutes at -78 C. under nitrogen atmosphere. Following to stirring the solution for 2 hours at -78 C., 50 g of dry ice was then gradually added to the solution at the same temperature. After elevating the temperature of the solution up to room temperature, 250 ml of cold water was added to the solution to separate the resulting solution, and the aqueous layer obtained was adjusted to an acidic condition of a pH value of 1 with concentrated hydrochloric acid while cooling. Then, the aqueous layer was extracted with ether, and the extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure, and the oily residue obtained was crystalized with n-hexane, washed, filtered, and dried to obtain 89 g of the title compound(mp. 88-89 C.).

Statistics shows that 3,4-Dichlorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 328-84-7.

Reference:
Patent; Nippon Soda Co., Ltd.; US6054605; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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 2770-11-8, category: chlorides-buliding-blocks

l-BOC-4-[2-(4-Chloro-phenoxy)-phenylamino]-3,4-dihydro-2H-quinoline (CMS02032, STX 2168)C26H27ClN2O3, MoI. Wt: 450.96 EPO To a mixture of l-BOC-2,3-dihydro-lH-quinolin-4-one (0.190 g, 0.77 mmol) and 2~(4- chlorophenoxy)-aniline (0.35 g, 1.6 mmol, 2.1 eq.) in toluene (10 mL) was added chlorotriisopropoxytitanium(IV) (0.4 mL, 2.1 eq.) and the resulting deep orange solution stirred at room temperature overnight. Saturated NaHCO3 solution (10 mL) was added and the phases separated. The organic layer was separated dried over anhydrous magnesium sulphate then filtered and evaporated. The residue was re-dissolved in TEDF (25 mL) and cooled to 0 0C under nitrogen. A solution of succinic acid (0.189 g, 1.6 mmol) in THF (5 mL) was added followed by IM borane tetrahydrofuran complex (1.6 mL, 2.1eq.). The reaction was allowed to warm to room temperature before the addition of saturated NaHCO3 solution (100 mL). The volatile solvent was removed under reduced pressure then ethyl acetate (100 mL) was added and the layers separated. The organic layer was dried, evaporated and then purified by column chromatography (flashmasterlL 50 g column) using 0-30% ethyl acetate/hexanes as eluent to give the desired product (0.223 g, 72%) as a colourless foam which showed;1H NMR (270 MHz, CDCl3) delta 1.46 (9H, s, 3 x CH3), 1.90-2.05 (IH, m), 2.05-2.20 (IH, m), 3.44-3.55 (IH, m), 3.91-4.03 (IH, m), 4.37 (IH, br s, NH), 4.50-4.59 (IH, m), 6.65 (IH, dt, J = 7.9 and 1.2 Hz), 6.80-6.90 (4H, m), 6.95-7.10 (2H, m), 7.20-7.35 (4H, m) and 7.70 (IH, d, J = 7.9 Hz);13C NMR (67.9 MHz, CDCl3) 328.43 (CH3), 29.94 and 41.36 (both CH2), 49.26 (CH), 111.90 and 117.26 (both Ar-CH), 118.82 (2 x Ar-CH), 119.57, 123.61, 123.89, 125.37, 127.49 and 127.92 (all Ar-CH) and 129.71 (2 x Ar-CH);

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-(4-Chlorophenoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; STERIX LIMITED; WO2007/3934; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 201849-21-0, name is 4-Bromo-2-chloro-1-isopropoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H10BrClO

DESCRIPTION FOR D692-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (D69)To a suspension of 4-bromo-2-chloro-1-[(1-methylethyl)oxy]benzene (D68) (10 g), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (15.26 g) and potassium acetate (15.73 g) in N,N-dimethylformamide (DMF) (150 mL) stirred under nitrogen at room temperature was added PdCl2(dppf)-CH2Cl2 adduct (1.964 g). The reaction mixture was stirred at 80 C. overnight. After cooling the reaction, the reaction mixture was concentrated in vacuo, the residue was diluted with ethyl acetate and filtered through celite, the filtrate was washed with water and brine, the organic phase was dried over anhydrous Na2SO4. After removing the solvent, the residue was purified by column chromatography to give 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (D69) (11.8 g). MS (ES): C15H22BClO3 requires 296. found 297.1 (M+H+).

The synthetic route of 201849-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2011/269738; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 175205-77-3, 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. 175205-77-3, name is 4-Chloro-2-(trifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of sodium hydride (804 mg, 33.50 mmol) in DMF (30 mL) under argon atmosphere were added and 2, 4-dichloro-5-methoxypyrimidine (3 g, 16.76 mmol) and 4-fluoro-2-(trifluoromethoxy) aniline (3.2 g, 16.76 mmol) at 0 C. The reaction mixture was warmed to RT and stirred for 6 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with ice water (50 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 10% EtOAc :hexanes to afford 2-chloro-N-(4-fluoro-2-(trifluoromethoxy) phenyl)-5 – methoxypyrimidin-4-amine (2.5 g, 38%) as an off-white solid. ?H-NMR (DMSO-d6, 500 MHz): oe 9.20 (s, 1H), 7.93 (s, 1H), 7.59 (t, 1H), 7.44 (d, 1H), 7.30 (t, 1H), 3.93 (s, 3H); LCMS: 337.8 (M+1); (column; X-Select CSH C-18 (50 x 3.0 mm, 3.5 jim); RT 3.88 mm 0.05% Aq TFA: ACN; 0.80 mL/min); UPLC (purity): 99.5%; (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 jim); RT 2.59 mi ACN: 0.025% Aq TFA; 0.5 mL/min; TLC: 30% EtOAc/hexane (Rf 0.3).

The synthetic route of 4-Chloro-2-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 64628-73-5, 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. 64628-73-5 name is 3-Chloro-4-(trifluoromethoxy)aniline, 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.

Example 35: (5-Chloro-2-f(E)-3-f3-(4-fluoro-benzvl)-3,8-diaza-bicvdoo3.2.11oct-8-yll-3-oxo- propenvll-4-trifluoromethoxv-phenyl)-urea; a) 2-Bromo-5-chloro-4-trifluoromethoxy-phenylamine; N-Bromosuccinimid (7.9 g; 44.5 mmol) in CH2CI2 (500 ml) is added under stirring within 5 min. to a solution of 3-chloro-4-trifluoromethoxy-phenylamine (9.4 g; 44.5 mmol) in CH2CI2 (100 ml) at room temp. After 20 min. the reaction mixture is concentrated to a volume of -150 ml, and hexanes (1000 ml) added to the precipitated crystals. The crystals are filtered off an purified via chromatography (Si02; TBME/hexanes 1/9 to 2/8) to deliver the target compound as yellowish crystals (8.4 g; 42 %). 1 H-NMR (400MHz; DMSO-d6), 8 (ppm) : 5.81 (s, 1 H); 6.94 (s, 1 H); 7.55 (s, 2H). MS (m/z) ES-: 290 (MH-).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-(trifluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 62356-27-8, 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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 35; STEP A; A reaction mixture of 1-bromo-3-chloro-2-methylbenzene (1.03 g, 5 mmol), methyl but-2-enoate (583 mul_, 5.5 mmol), Pd2(DBA)3 (137.4 mg, 0.15 mmol), tri-f-butylphosphonium tetrafluoroborate (87 mg, 0.3 mmol) and N, N- dicyclohexylmethylamine (1.27 ml_, 6 mmol) in dioxane (5 ml_) was stirred at room temperature under an atmosphere of argon for overnight. Some precipitates formed. The reaction mixture was filtered, and concentrated. Column chromatography with an eluent of 10% EtOAc in Hexane gave compound 35-1 as yellow oil.

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, 1-Bromo-3-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, JR., Gerald, W.; CHENG, Cliff, C.; HUANG, Xiaohua; ACHAB, Abdelghani, Abe; ORTH, Peter; VOIGT, Johannes, H.; SOUCY, Kyle, Ann; WO2010/56631; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 174913-12-3, 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. 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-bromo-3-chloro-5-methoxybenzene benzene (835 mg, 3.77 mmol), and i,3,5-trichloro-i,3,5- triazinane-2,4,6-trione (299 mg, 1.29 mmol) in DMF (18 mL) was stirred 16 h under N2 and 50 C. Afier cooling to RT, the reaction mixture was diluted with aqueous NH4C1 and extracted with Et20. The combined organic phases were dried over Mg504, filtered, concentrated, and the resultingresidue was purified by silica chromatography (0 to 25% gradient of EtOAc/heptane) to 1 -bromo-2,3-dichioro-5- methoxybenzene (720 mg, 2.81 mmol). ?H NMR (400 MHz, CHLOROFORM-d) oe ppm 7.14 (d, J=2.76 Hz, 1H), 7.01 (d, J=3.01 Hz, 1H), 3.81 (s, 3H).

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, 1-Bromo-3-chloro-5-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; Chen, Zhuoliang; Dore, Michael; Fortanet, Jorge Garcia; Karki, Rajesh; Kato, Mitsunori; LaMarche, Matthew J.; Perez, Lawrence Blas; Williams, Sarah; Sendzik, Martin; (63 pag.)US2017/1975; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 203302-92-5, 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. 203302-92-5, name is 3-Bromo-2-chloro-6-fluorotoluene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-Chloro-3-bromo-6-fluorotoluene (670 mg, 3 mmol), Cul (143 mg, 0.75 mmol), racemic trans-NN’-dimethylcyclohexane-1,2-diamine (213 mg, 1.5 mmol), and Nal (1.12 g, 7.5 mmol) were added to a sealed tube, degassed and dioxane (6 mL) was then added. The reaction mixture was again degassed, flushed with nitrogen and heated at 110 C. for 72 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and the solid reagents were filtered off. The filtrate was concentrated to afford a residue which was passed through a short silica gel column to provide the desired product.

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-Bromo-2-chloro-6-fluorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ge, Min; He, Jiafang; Lau, Fiona Wai Yu; Liang, Gui-Bai; Lin, Songnian; Liu, Weiguo; Walsh, Shawn P.; Yang, Lihu; US2007/265332; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 933190-51-3,Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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 mixture of 8-bromo-6-chloroimidazo[l,2-b]pyridazine (300 mg, 1.3 mmol), (S)-6-(2- methylpyrrolidin-l-yl)pyridin-2-amine (252 mg, 1.42 mmol), Pd2(dba)3 (75 mg, 0.13 mmol), BINAP (324 mg, 0.52 mmol), Cs2C03 (1272 mg, 3.9 mmol) and dioxane (20 mL) was heated to 100 C with stirring for 16 h under N2. The solvent was removed in vacuo and the resulting mixture was purified by chromatography (silica gel, 200 – 300 mesh, petroleum ether : ethyl acetate = 3 : 1) to give (S)-6-chloro-N-(6-(2-methylpyrrolidin-l-yl)pyridin-2-yl)imidazo [1,2- b]pyridazin-8-amine (124 mg, 29 %) as a yellow solid. LC-MS: [M+H]+, 329.0, tR = 1.95 lmin.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 50638-47-6, A common heterocyclic compound, 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene, molecular formula is C7H6BrClO, 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 13i 5-(3-Bromophenyl)-5-(3-chloro-4-methoxyphenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine n-Butyllithium (0.750 mL, 1.20 mmol) was added to a solution of 4-bromo-2-chloro-1-methoxybenzene (244 mg, 1.10 mmol) in THF (1.5 mL) at -78 C. under an argon atmosphere. The mixture was stirred for 5 min, then a solution of N-((3-bromophenyl)(2-cyanopyridin-3-yl)methylene)-2-methylpropane-2-sulfinamide (390 mg, 1 mmol) in THF (1.5 mL) was added. The resulting mixture was stirred at -78 C. for 15 min, then the cooling bath was removed and the mixture was stirred at rt for 1.5 h. Hydrogen chloride in methanol (3 mL, 3.75 mmol) was added and the mixture was stirred at rt for 1 h. Saturated aqueous NaHCO3 (3 mL) was added followed by DCM (3 mL). The mixture was poured into a phase separator and the organic phase was collected, concentrated and purified on a silica gel column eluted with 0-5% 0.1M NH3 in MeOH in DCM to afford 355 mg (83% yield) of the title compound: 1H NMR (500 MHz, DMSO-d6) delta ppm 8.65 (d, 1H) 8.33 (dd, 1H) 7.49 (dd, 1H) 7.41-7.47 (m, 2H) 7.29-7.36 (m, 2H) 7.22-7.29 (m, 2H) 7.06 (d, 1H) 6.90 (br. s., 2H) 3.81 (s, 3H); MS (ES+) m/z 428, 430 [M+1]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics