Tag: M.W=200-300

Application 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.

29.3 g (100.0 mmol) of Compound 1-A, 22.6 g (100.0 mmol) of Compound 1-B, 2.7 g (3.0 mmol) of Pd2(dba)3, 1.3 g (6.0 mmol) of PtBu3 (50% solution in toluene), 28.8 g (300.0 mmol) of NaOtBu were mixed with 1,500 mL of toluene under a nitrogen (N2) atmosphere, followed by stirring under reflux to allow a reaction to occur for 12 hours. At room temperature, an organic layer was separated therefrom using water and ethyl acetate, and the solvent was dried. Then, through silica gel column chromatography, 28.5 g of compound 49-C was obtained at a yield of 65%. [0352] MS (MALDI-TOF) m/z: 438 [M]+

The synthetic route of 56961-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Display Co., Ltd.; KIM, Myeongsuk; YE, Jimyoung; YOO, Byeongwook; JEONG, Jaeho; (102 pag.)US2020/98991; (2020); A1;,
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771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine, 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. HPLC of Formula: C8H7ClF3N

4-((4- (ethylsulfonyl) benzyl) carbamoyl) benzoic acid (100.0 mg, 0.29 mmol), HATU (164.2 mg, 0.43 mmol) and DIPEA (185.7 mg, 1.44 mmol) were dissolved in tetrahydrofuran ( 5 mL), after stirring at room temperature for 0.5 hours, 4-chloro-2-trifluoromethylbenzylamine (60.6 mg, 0.29 mmol) was added, and the mixture was reacted at room temperature for 4 hours, and then an appropriate amount of water was added, followed by extraction with ethyl acetate. 3 times. The organic phases were combined and washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The concentrate was purified by preparative high performance liquid chromatography to obtain the title compound (80.0 mg, yield: 51%).

The synthetic route of 771583-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Chunchi; Liu Jinming; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (25 pag.)CN110724076; (2020); A;,
Chloride – Wikipedia,
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Reference of 41965-95-1, 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 41965-95-1 as follows.

In a flask, tetrahydrofuran (4.5 L) was added, 3-chloro-4-methoxybenzylamine hydrochloride (500 g, 2.4 mol) was added under stirring, triethylamine (836 mL, 6.01 mol) was added dropwise, the mixture was stirred at room temperature for 30 min, cooled with ice-water, then ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate (466 g, 2.0 mol) was added, the reaction was stirred overnight at room temperature. TLC was used to monitor the reaction. After the end of reaction, solvent was removed by evaporation under reduced pressure. Ethyl acetate (2.5 L) and water (1 L) were added, the mixed liquid phases were separated, the organic phase was sequentially washed with diluted hydrochloric acid, water (1 L), saturated sodium bicarbonate (1 L) and saturated sodium chloride (1 L), dried over anhydrous sodium sulfate. After filtration, solvent was removed by evaporation under reduced pressure to obtain an oily substance, to which was added methanol (3 L), and a large white solid was precipitated. After stirring for 30 min, filtration was carried out, and the filter cake was vacuum dried to obtain the product (650 g, yield of 88.3%).

According to the analysis of related databases, 41965-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Shu, Chutian; Wu, Yongqian; (34 pag.)US2016/46654; (2016); A1;,
Chloride – Wikipedia,
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Related Products of 202197-26-0, 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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The compound (IV) (15 g, 66.65 mmol) and thionyl chloride (30 mL) were stirred and slowly added dropwiseDMF (5.36 g, 73.32 mmol). After completion of the dropwise addition, stirring was continued and the temperature was raised to 80 C,The reaction was completed after 2 h. Cooled to room temperature, under reduced pressure to remove the vast majority of thionyl chloride and DMF, and then add 40mLToluene was continuously distilled under reduced pressure to give the compound (V), without further purification, directly to another (30 mL) and compound (VI) (17.61 g, 69.98 & lt; RTI ID = 0.0 & gt; mmol), stir well after the temperature to reflux, 1h after the reaction is completed. Cooling, filtering, washing with a small amount of methanol (3-fluorobenzyl) oxy] phenyl] -6-bromo-quinazolin-4-amine (VII) (25.38 g, 83%).

The synthetic route of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Tianci Biological Gu Biological Engineering Co., Ltd.; Li Hanpu; Li Jianzhi; Liu Hai; Chi Wangzhou; Zhai Zhijun; Li Jianxun; (14 pag.)CN106632276; (2017); A;,
Chloride – Wikipedia,
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Synthetic Route of 14862-52-3, The chemical industry reduces the impact on the environment during synthesis 14862-52-3, name is 3,5-Dibromochlorobenzene, I believe this compound will play a more active role in future production and life.

(3-cyanophenyl)boronic acid (25.0 g, 0.17 mol) and 1,3-dibromo-5-chlorobenzene (23.0 g, 0.08 mol),(triphenylphosphine)palladium (3.94 g, 0.34 mmol) was added thereto, followed by heating and stirring for 13 hours. The temperature was lowered to room temperature, the water layer was separated and removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, recrystallized using chloroform and ethanol, and dried to prepare an intermediate f (44.7 g, 83% yield, MS:[M+H]+=315).

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, 3,5-Dibromochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Lee Jeong-ha; Cho Seong-mi; Jeong Min-u; Lee Dong-hun; Park Tae-yun; Moon Jeong-uk; Chae Mi-yeong; (39 pag.)KR2018/32519; (2018); A;,
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. 14862-52-3, name is 3,5-Dibromochlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Compound (M-3) (270 g, 1.0 mol, 1.0 eq) was added to a 5 L four-necked round bottom flask under nitrogen protection.Compound (N-12) (238g, 1.0mol, 1.0eq) and 2500mL of toluene, then add sodium carbonate (212g, 2.0mol, 2.0eq) and purified water (360g, 20mol, 20eq), nitrogen purge for 30mins, then Tetrakis (triphenylphosphine) palladium (11.5g, 0.01mol, 0.01eq), heated to 110 C for 15h,The reaction was monitored by HPLC for completion. Filtered with diatomaceous earth, washed the organic phase with 2000 mL of saturated brine, and dried over anhydrous sodium sulfate. Distilled to 400 mL under reduced pressure, and 2000 mL of ethanol was added dropwise to precipitate most of the solid, filtered,Drying under vacuum gave 257 g of the target compound (D-12) as an off-white solid.Yield: 67%.

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ningbo Lumilan New Materials Co., Ltd.; Ningbo Dinghao Optoelectric Materials Technology Co., Ltd.; Zhang Yuxiang; Zhang Qingyun; Ding Huanda; Chen Zhikuan; (41 pag.)CN110551154; (2019); A;,
Chloride – Wikipedia,
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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. 697-86-9, name is 2-Bromo-4,6-dichloroaniline, A new synthetic method of this compound is introduced below., Quality Control of 2-Bromo-4,6-dichloroaniline

To a toluene solution (8 mL) of 2-bromo-4,6-dichloroaniline (1 g) (CAS registry number: 697-86-9), 4-fluorophenyl acetyl chloride (788 mg) was added, followed by stirring at 90 C. overnight. The reaction mixture was cooled to room temperature, and precipitate was filtered. The precipitate was washed with toluene and then dried under reduced pressure at 50 C. to obtain the title compound (1.28 g) having the following physical property values. TLC: Rf 0.43 (hexane:ethyl acetate=1:1); 1H-NMR (CD3OD): delta 3.72, 7.02-7.08, 7.38-7.43, 7.58, 7.69.

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; Ono Pharmaceutical Co., Ltd; YASHIRO, Kentaro; WAKAMATSU, Daisuke; SAITO, Tetsuji; (53 pag.)US2017/217888; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 33863-76-2, 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a degassed solution of (R)-3-((R)-3-Amino-2-oxo-perhydro- azepin-l-yl)-piperidine-l -carboxylic acid tert-butyl ester 39.6 (0.6 g, 1.9 mmol) in toluene (40 mL) was added sodium tert-butoxide (0.34 g, 3.6 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)- Iota , -binaphthyl (0.20 g, 0.33 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.1 1 g, 0.12 mmol) and l-Bromo-3-chloro-5-fluoro-benzene (0.5 g, 2.4 mmol). The solution was purged under an atmosphere of argon and heated to reflux for 2.5 h. The reaction was cooled to room temperature, filtered through celite pad, diluted with ether and washed with a solution of NaHC03, brine, dried(Na2SC>4) filtered and solvent was concentrated in vacuo to afford a residue which purified by flash chromatography (gradient DCM/MeOH, 0 to 5%) to afford 0.4g, 48.2%. LCMS m z 385.4 [M – tBu]+.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-chloro-5-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A.; WO2011/29046; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 73006-78-7, 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. 73006-78-7, name is 5-Chloro-[1,1′-biphenyl]-2-amine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen or argon, 0.4 mmol, 0.2mmol, Ir(ppy) 3(2mg) and DMF1 ml was added to the reaction flask, followed by blue LED lights(7W) irradiation until complete conversion of trivalent iodine reagent completion of thereaction at room temperature. Add 10 ml of saturated Na 2CO 3Aqueous solution, andextracted three times with ethyl acetate, the organic layer was washed with water andonce with saturated brine, dried over anhydrous Na 2SO 4The organic layer was dried.Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 20: 1-10: 1) to give the product in 48% yield

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, 5-Chloro-[1,1′-biphenyl]-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
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. 174913-10-1, name is 1-Bromo-3-chloro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 174913-10-1

1-Bromo-3-chloro-2-methoxybenzene (113.2 g, 426.4 mmol)The mixture was dissolved in tetrahydrofuran (1000 mL), the temperature was lowered to -78 C, and 1.7 M tert-butyllithium (t-BuLi) (251.7 mL, 426.4 mmol) was added slowly. After stirring at the same temperature for 1 hour, triisopropyl borate (B (OiPr) 3) (113.2 mL, 852.4 mmol) was added and stirred for 3 hours while slowly warming to room temperature. To the reaction mixture was added a 2 N aqueous hydrochloric acid solution (800 mL) and the mixture was stirred at room temperature for 1.5 hours. The resulting precipitate was filtered, washed with water and ethyl ether, and vacuum dried. After drying, recrystallization from chloroform and ethyl acetate and drying afforded (3-chloro-2-methoxyphenyl) boronic acid (89.6 g, yield 91%;

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 174913-10-1.

Reference:
Patent; LG Chem, Ltd.; Jeong Min-u; Lee Dong-hun; Moon Jeong-uk; Park Tae-yun; Lee Jeong-ha; Cho Seong-mi; Chae Mi-yeong; (43 pag.)KR2018/10166; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics