Tag: M.W=200-300

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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Bromo-3-chloro-2-methylbenzene

Embodiment 48 (S,E)-2-(2,6-Dimethoxy-4-(2-(4′-methoxy-2-methylbiphenyl-3-yl)vinyl)benz ylamino)-3 -hydroxypropionic acid 48 Synthetic route Synthesis of compound 48-c 2-Bromo-6-chlorotoluene (8.0g, 38.93mmol) and vinylboronic acid pinacol ester (7.3g, 46.72mmol) were dissolved in toluene (100mL), followed by addition of bis(tri-tert-butylphosphine)palladium (1.4g, 2.73mmol) and triethylamine (35.52g, 311.44mmol). After the reaction system was purged three times with nitrogen, the reaction solution was heated to 80C and stirred for 16 hours. Then the reaction solution was cooled to room temperature, diluted with ethyl acetate (100mL), washed successively with water (100mL x 3) and saturated brine (100mL). The organic phase was dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (petroleum ether) to give compound 48-c (7.19g, yield 65.8%). 1H NMR (400 MHz, CDCl3) delta: 7.66-7.61 (d, J = 23.0Hz, 1H), 7.42-7.41 (d, J = 9.5Hz, 1H), 7.32-7.30 (d, J = 9.5Hz, 1H), 7.13-7.09 (t, 1H), 6.06-6.02 (d, J = 22.5Hz, 1H), 2.45 (s, 3H), 1.32 (s, 12H) ppm.

According to the analysis of related databases, 62356-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Maxinovel Pharmaceuticals Co., Ltd.; WANG, Yuguang; XU, Zusheng; WU, Tianzhi; HE, Min; ZHANG, Nong; (113 pag.)EP3483142; (2019); A1;,
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Synthetic Route of 56961-77-4,Some common heterocyclic compound, 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

In a nitrogen atmosphere, a flask containing 60 N1,N1,N3-triphenylbenzene-1,3-diamine (51.7 g), 44 1-bromo-2,3-dichlorobenzene (35.0 g), Pd-132 (0.6 g), 45 NaOtBu (22.4 g), and 28 xylene (350 ml) was heated and stirred at 90 C. for two hours. The reaction liquid was cooled to room temperature. Thereafter, 30 water and 40 ethyl acetate were added thereto, and the resulting mixture was partitioned. Subsequently, purification was performed by silica gel column chromatography (eluent: toluene/heptane=5/5 (volume ratio)) to obtain 61 N1-(2,3-dichlorophenyl)-N1,N3,N3-triphenylbenzene-1,3-diamine (61.8 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-dichlorobenzene, its application will become more common.

Reference:
Patent; JNC CORPORATION; FUJITA, Yukihiro; (228 pag.)US2019/165279; (2019); A1;,
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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. 1008361-80-5, name is 4-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromo-3-chlorobenzene-1,2-diamine

Compound S3 was prepared following the procedure from PCT Int. Appl. 2012068106: l,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudourea (0.321 g) was added to a slurry of 4-bromo-3-chlorobenzene-l,2-diamine (0.2 g), 1,2-dimethoxy ethane (2 mL) and MeOH (0.5 mL). The reaction mixture was heated at 105 C for 18 hours. The solvent was removed under reduced pressure, the residue was washed with ether, and filtered. The resulting solid was purified by ISCO (eluent: 0-2 % MeOH in CH2CI2) to afford the title compound as a white solid.

According to the analysis of related databases, 1008361-80-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
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Electric Literature of 63624-28-2, 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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of hydrogen chloride gas in dry ethyl acetate (1.5 M,3.0 mL) was added intermediate IM 3 (0.3 g, 0.6 mmol). The reactionmixture was stirred for 4 h at room temperature. The solvent was removedunder reduced pressure to give solid deprotected product.Various substituted-phenyl sulfonyl chlorides were added dropwise in a mixture of deprotected product and triethylamine (0.5 mL) in anhydrousCH2Cl2 (10 mL). After stirring at room temperature overnight, thereaction mixture was concentrated using a rotary evaporator. The crudeproduct was purified by chromatography on silica gel utilized a mixtureof chloroform and acetone (35:1, v/v) as eluent to furnish the desiredproduct.

The chemical industry reduces the impact on the environment during synthesis 2,4-Dimethoxybenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yuan, Lei; Liu, Jun; He, Wenhui; Bao, Youmei; Sheng, Lei; Zou, Chunyang; Hu, Baichun; Ge, Wentao; Liu, Yang; Wang, Jian; Lin, Bin; Li, Yanchun; Ma, Enlong; Bioorganic Chemistry; vol. 84; (2019); p. 239 – 253;,
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Reference of 157590-59-5, 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. 157590-59-5, name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate II (300 mg, 0.887 mmol) and triethylamine (500 mg, 5 mmol) in DMF (5 mL) was added HATU (370 mg, 0.97 mmol) at 0 C. After the mixture was stirred for 15 min, 4-chloro-5-(trifluoromethyl)benzene-1,2-diamine (228 mg, 1.09 mmol) in DMF (1 mL) was added to the reaction. The mixture was allowed to warm to room temperature and stirred for 20 hrs. The reaction was diluted with water (50 mL) and the white solid was precipitated. The mixture was filtered and the solid was dried enough under reduced pressure. The solid was dissolved in acetic acid (5 mL) and the mixture was stirred at 85 C. for 5 hrs. Solvent was removed. The residue was purified by silica gel chromatography (eluted with DCM: MeOH=50:120:1) to give the title compound (205 mg, 45%) as a light yellow solid.

The synthetic route of 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BeiGene Ltd.; Zhou, Changyou; Wang, Zhiwei; Zhang, Guoliang; (95 pag.)JP2016/196446; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, A new synthetic method of this compound is introduced below., name: 4-Chloro-2-(phenylethynyl)aniline

A mixture of 2-alkynylaniline 1a-1e (0.2 mmol), dichalcogenide 2a-2e (0.15 mmol), CuI (0.02 mmol), and Cs2CO3 (0.2 mmol) in DMSO (2 mL) was stirred at 80 C under an air atmosphere. After completion of the reaction that was monitored by GC-MS or TLC, 25 mL water was added, and the mixture was extracted with ethyl acetate, the combined organic layers were washed with water (10 mL x 3), dried over anhydrous Na2SO4. After filtration and removal of solvents in vacuum, the residue was purified by silica gel column chromatography to afford the corresponding products.

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:
Article; Li, Zhen; Hong, Longcheng; Liu, Ruiting; Shen, Jianzhong; Zhou, Xigeng; Tetrahedron Letters; vol. 52; 12; (2011); p. 1343 – 1347;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 874-17-9, name is 4-Chloro-2,6-dibromoaniline, 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 874-17-9, SDS of cas: 874-17-9

Pd(OAc)2 (0.01 g, 0.04 mmol), 2,6-dibromo-4-chlorobenzenamine (0.57 g, 2 mmol), K2CO3 (0.55 g, 4 mmol) and phenylboronic acid (0.54 g, 4.4 mmol) were placed in a 100 ml flask and allowed to stir at 25 C for 24 h, in the presence of 10 ml PEG-400. The mixture was extracted three times with 10 ml diethyl ether. The combined organic phase was dried over MgSO4, filtered, and the solvent was removed. The residue was purified by chromatography on silica gel with petroleum ether/ethyl ester (v/v = 20:1) to give 4-chloro-2,6-diphenylbenzenamine (0.34 g, 60% yield). 1H NMR (400 MHz, CDCl3): delta 3.71 (s, 2H, -NH2), 7.00 (s, 2H, benzenamine), 7.28 (t, 2H, phenyl ring), 7.33-7.40 (m, 8H, phenyl ring). 13C NMR (400 MHz, CDCl3): delta 124.82 (benzenamine carbon connected with Cl), 127.47 (benzenamine carbon connected with phenyl), 128.38 (benzenamine carbon near Cl), 128.98 (phenyl carbon), 129.58 (phenyl carbon near benzenamine), 130.46 (phenyl carbon), 138.46 (phenyl carbon connected with benzenamine), 139.74 (benzenamine carbon connected with NH2).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Yuan, Jianchao; Wang, Fuzhou; Yuan, Bingnian; Jia, Zong; Song, Fengying; Li, Jing; Journal of Molecular Catalysis A: Chemical; vol. 370; (2013); p. 132 – 139;,
Chloride – Wikipedia,
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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. 823-57-4, name is 2-Bromo-5-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

To a solution of 2-bromo-5-chloroaniline (1.0 eq ) in tetrahydrofuran (0.2 M) at O0C under N2 atmosphere was added dropwise IM NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 00C, and a solution of di-tert -butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH.(R). system (ISCO) using 0-5percent ethyl acetate in hexane to give the product as light yellow oil.

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 823-57-4.

Reference:
Patent; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)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 64628-73-5, Product Details of 64628-73-5

General procedure: A dry, 50 mL round bottom flask was charged with a magnetic stir bar then sealed with a septum and flushed with nitrogen. To this was added the salicylic acid derivative (2.0 mmol) and dichloromethane (10 mL). While stirring, SOCl2 (10 mmol) was added dropwise, followed by dimethylformamide (0.05 mmol), and the mixture was allowed to stir at room temperature under nitrogen for 12 hours. At this point, the mixture was concentrated under vacuum to afford the solid acid chloride derivative which was used immediately without further purification. The flask containing the acid chloride was then re-sealed with a septum and placed under a nitrogen atmosphere, and its contents were re-suspended in fresh dichloromethane (20 mL). While stirring, the aniline derivative (4.0 mmol) was added and the resulting opaque mixture was stirred for an additional 18 h. At this point, the mixture was quenched with ice water (5 mL) and phases were separated using a separatory funnel. The aqueous layer was extracted twice with dichloromethane (20 mL) then the organic layers were combined and washed with brine (40 mL). The organic layer was then dried over Na2SO4, filtered, and concentrated under vacuum to afford a crude solid residue. This residue was then re-suspended in dichloromethane (10 mL) and adsorbed onto silica gel (1 g), then chromatographed on a 12 g silica gel column using a solvent gradient of 0-40% ethyl acetate in hexanes over 25 min. The product-containing fractions were combined then concentrated under vacuum to afford the purified salicylamide derivative.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Chae, Hee-Don; Cox, Nick; Capolicchio, Samanta; Lee, Jae Wook; Horikoshi; Kam, Sharon; Ng, Andrew A.; Edwards, Jeffrey; Butler, Tae-Leon; Chan, Justin; Lee, Yvonne; Potter, Garrett; Capece, Mark C.; Liu, Corey W.; Wakatsuki, Soichi; Smith, Mark; Sakamoto, Kathleen M.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2307 – 2315;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 175205-77-3, name is 4-Chloro-2-(trifluoromethoxy)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 175205-77-3, Computed Properties of C7H5ClF3NO

Synthesis of 2-chloro-N-(4-chloro-2-(trifluoromethoxy) phenyl)-5-methoxypyrimidin-4-amine [0441] To a stirred solution of sodium hydride (1.3 g, 55.84 mmol) in DMF (50 mL) under argon atmosphere were added 2, 4-dichloro-5-methoxypyrimidine (5 g, 27.93 mmol) and 4-chloro-2-(trifluoromethoxy) aniline (5.9 g, 27.93 mmol) at 0C. The reaction mixture was warmed to RT for 4 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (100 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 10-30% EtOAc:hexanes to afford 2-chloro-N-(4-chloro-2-(trifluoromethoxy) phenyl)-5-methoxypyrimidin-4-amine (4.5 g, 45%) as a pale yellow solid. 1H-NMR (DMSO-< 5, 500 MHz): delta 9.23 (s, 1H), 8.00 (s, 1H), 7.67-7.60 (m, 2H), 7.53 (d, 1H), 3.96 (s, 3H); LCMS: 355 (M+1); (column; X-Select CSH C- 18 (50 3.0 mm, 3.5 mupiiota); RT 4.90 min 0.05% Aq TFA: ACN; 0.80 mL/min); UPLC (purity): 94.2%; (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 mupiiota); RT 2.86 min. ACN: 0.025% Aq TFA; 0.5 mL/min; TLC: 30% EtOAc/hexane (R/. 0.3). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-(trifluoromethoxy)aniline, and friends who are interested can also refer to it. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics