Tag: M.W=200-300

Application of 112734-22-2, 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 112734-22-2 as follows.

A solution of 5-chloro-2-hydroxy-benzoyl chloride (4.00 g, 23.2 mmol) in dichloromethane (46 mL, 0.5 M) was treated with triethylamine (6.46 mL, 46.4 mmol) and 4-bromo-2-fluorobenzylamine (6.10 g, 30.1 mmol). After stirring at room temperature for 16 h, the solution was washed successively with 2 N HCl and saturated aq NaCl. The organic layer was dried over Na2SO4, filtered and concentrated. Purification by MPLC (10-50% ethyl acetate in heptane, 23 mL/min, 70 min) gave N-(4-bromo-2-fluoro-benzyl)-4-chloro-2-hydroxy-benzamide as a white crystalline solid (4.4 g, 53%): mp 159-161 C.; Rf 0.49 (30% ethyl acetate in heptane); 1H NMR (DMSO-d6, 300 MHz) delta 12.56 (br s, 1H), 9.28 (br t, J=5.4 Hz, 1H), 7.88 (d, J=6.0 Hz, 1H), 7.50 (dd, J1=9.9 Hz, J2=1.8 Hz, 1H), 7.37 (dd, J1=8.4 Hz, J2=1.8 Hz, 1H), 7.33 (dd, J1=15.9 Hz, J2=8.1 Hz, 1H), 6.99-6.93 (m, 2H), 4.50-4.46 (m, 2H). ESI-LC/MS m/z calcd for C14H10BrClFNO2: 358.6; found 360.0 (M+1)+. Anal. calcd for C14H10BrClFNO2: C, 46.89; H, 2.81; N, 3.91; Cl, 19.78. Found C, 46.89; H, 2.81; N, 3.90; Cl, 19.73.

According to the analysis of related databases, 112734-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Institute for Pharmaceutical Discovery LLC; US6420426; (2002); B1;,
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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. 811711-33-8, name is 1,2-Dibromo-3-fluorobenzene, A new synthetic method of this compound is introduced below., Formula: C6H3Br2F

In a nitrogen atmosphere, a flask containing 114 7-(diphenylamino)-9,9?-dimethyl-9H-fluoren-3-ol (9.0 g), 153 1,2-bromo-3-fluorobenzene (7.9 g), 77 potassium carbonate (8.2 g), and NMP (45 ml) was heated and stirred at a reflux temperature for two hours. After the reaction was stopped, the reaction liquid was cooled to room temperature, and 30 water was added thereto. A precipitate thus precipitated was collected by suction filtration. The obtained precipitate was washed with water and then with Solmix and then purified by silica gel column chromatography (eluent: heptane/toluene=3/1 (volume ratio)) to obtain 12.4 g of 154 6-(2,3-dibromophenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine (yield: 84.8%).

The synthetic route of 811711-33-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; FUJITA, Yukihiro; (228 pag.)US2019/165279; (2019); A1;,
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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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

1000ml three-necked bottle, in the case of nitrogen 50.0 g of starting material A (211 mmol), 50.7 g of sodium t-butoxide (527 mmol), 0.97 g of Pd2(dba)3 (1.05 mmol),0.87g of S-phos (2.04mmol) and 150ml of xylene, heated to 130 C ~ 140 C, temperature control 130 C ~ 140 C slowly added 43.0g of raw material B (211mmol) and 400ml of xylene mixed solution, add dropwise, Keep warm for 15h, TLC detects the completion of the reaction; cools to room temperature, Filter and filter the cake with xylene. The column liquid was steamed to a non-fraction, and the crude yellow solid was purified with toluene. Drying to obtain 53.2 g of intermediate A, yield: 70%,

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; Yantai Jiu Mu Chemicals Co., Ltd.; Liu Kai; Song Sisi; Wang Peng; Sang Hongjian; Cai Qinggong; Tang Renmao; (23 pag.)CN109369557; (2019); A;,
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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. 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, A new synthetic method of this compound is introduced below., SDS of cas: 345965-54-0

General procedure: To a solution of (S)-(-)-1-(4-Bromophenyl)ethylamine(0.078 mL, 0.500 mmol) and N,N-diisopropylethylamine(0.131 mL, 0.750 mmol) in dimethylformamide (1.0 mL), 4-(difluoromethoxy)benzene-1-sulfonyl chloride (121 mg, 0.500 mmol)was added. The reaction mixture was stirred at room temperature for 1 hour. LC-MS analysis showed the reaction was complete: 1.4 min, 404.1, 406.1 (MH) Methyl bromoacetate (0.095 mL,1.000 mmol) and BEMP (274 mg, 1.000 mmol) were added to the reaction containing crude (S)-N-(1-(4-bromophenyl)ethyl)-4-(difluoromethoxy)benzenesulfonamide and the reaction was heated at 70 C overnight. The reaction was diluted with ethylacetate and washed with water and brine. The organic portion was dried over sodium sulfate. The solvent was removed, the residue dissolved in methanol and purified by preparative HPLC usinga CH3CN-H2O-TFA solvent system. Obtained methyl (S)-N-(1-(4-bromophenyl)ethyl)-N-((4-(difluoromethoxy)phenyl) sulfonyl)glycinate as light yellow oil.

The synthetic route of 345965-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chupak, Louis S.; Zheng, Xiaofan; Hu, Shuanghua; Huang, Yazhong; Ding, Min; Lewis, Martin A.; Westphal, Ryan S.; Blat, Yuval; McClure, Andrea; Gentles, Robert G.; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1455 – 1468;,
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Electric Literature of 402-43-7, The chemical industry reduces the impact on the environment during synthesis 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

A solution of l-bromo-4-(trifluoromethyl)benzene (1.1 g, 4.89 mmol, 1.00 eq), ethyl piperidine-4-carboxylate (770 mg, 4.90 mmol, 1.00 eq), NaOtBu (0.71 g, 1.50 eq), BINAP (0.31 g, 0.10 eq), and Pd2(dba)3 (450 mg, 0.49 mmol, 0.10 eq) in toluene (10 mL) was stirred for 16 h at 90 C. The resulting solution was extracted with 2×30 mL of EtOAc, and the combined organic layers were concentrated under vacuum. The residue was purified with silica gel chromatography using EtOAc/hexane (1/2) to afford 1 g (68%) of the title compound as an off-white solid. LC-MS: (ES, m/z): 302

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-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna L.; MCCALL, John M.; BLITZER, Jeremy; (118 pag.)WO2018/112077; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, belongs to bromides-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 142808-15-9, Recommanded Product: 4-Bromo-2-fluorobenzotrifluoride

Step A: 6-bromo-2-fluoro-3-(trifluoromethyl)benzoic acid (0378) Into a 10000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tetrahydrofuran (5000 mL), NH(i-Pr)2 (249 g, 1.20 equiv). This was followed by the addition of n-BuLi (905 mL, 1.10 equiv) dropwise with stirring in 30 min at -70 C. The resulting solution was stirred for 0.5 hr at -30 C. To this was added 4-bromo-2-fluoro-1-(trifluoromethyl)benzene (500 g, 2.06 mol, 1.00 equiv) dropwise with stirring at -78 C. in 2 hr. The resulting solution was stirred for 2 hr at -78 C. The reaction was then poured into 1000 g of CO2(s) at -70 C. The pH value of the solution was adjusted to 3 with hydrogen chloride (2N) (1.5 mol/L). The resulting solution was extracted with 3×2000 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 301 g (50%) of 6-bromo-2-fluoro-3-(trifluoromethyl)benzoic acid as a white solid.

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, 4-Bromo-2-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; Mandal, Mihir; Tang, Haifeng; Xiao, Li; Su, Jing; Li, Guoqing; Yang, Shu-Wei; Pan, Weidong; Tang, Haiqun; DeJesus, Reynalda; Hicks, Jacqueline; Lombardo, Matthew; Chu, Hong; Hagmann, William; Pasternak, Alex; Gu, Xin; Jiang, Jinlong; Dong, Shuzhi; Ding, Fa-Xiang; London, Clare; Biswas, Dipshikha; Young, Katherine; Hunter, David N.; Zhao, Zhiqiang; Yang, Dexi; (405 pag.)US2016/333021; (2016); A1;,
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Application of 153505-37-4, 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. 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 15: Step ITo a cold (0-4 C) solution of 4-bromo-5-fluoro-benzene-1 ,2-diamine (1 g, 4.877 mmol) and (2S)-1 -tert-butoxycarbonylpyrrolidine-2-carboxylic acid (Boc-Pro-OH) (1.050 g, 4.877 mmol) in DMF (9.754 mL) are sequentially added HATU (2.040 g, 5.365 mmol) and 2,4,6-collidine (886.5 mg, 966.7 mul_, 7.316 mmol). The reaction mixture is slowly warmed up to rt, stirred overnight, and diluted with water (20 mL). The resulting suspension is extracted with EtOAc(3 x 25 mL), and the combined extracts are washed with saturated bicarbonate solution, and brine. The organic phase is dried over sodium sulfate, and concentrated under vacuum to give crude amide (2.35 g, contaminated with 2,4,6-collidine). The residue is dissolved in acetic acid (15 mL), stirred at 50 C for 8 h, and concentrated to dryness. The residue is diluted with ethyl acetate (25 mL), washed with aq. NaHCO3 solution, and brine. The organic phase is dried over sodium sulfate, concentrated under vacuum and the residue is purified by silica gel chromatography (ethyl acetate/hexanes,40 to 60 %) to give 15 (1.74 g) as light brown solid.1 H NMR spectra in CDCl 3 and CD 3 OD showed 1.2:1 and 2:1 ratio of isomeric mixture (exchange of imidazole nitrogen) .19F spectra also showed mixture of two isomers. 1H NMR (400 MHz, CDCl3, 1.2:1 ratio of isomers): Peaks for the major isomer, delta [ppm] 7.86 (d, J = 6.2, 1 H), 7.45 (d, J = 9.2, 1 H), 6.77(s, 0.35 H), 5.02 (m, 1 H), 3.41 (m, 2 H), 2.2-1.9 (m, 2 H), 1.49 (s, 3 H). LC/MS: m/z = 303.78 (M-100+H+). 19F NMR (400 MHz, CDC13), delta [ppm] -113.4 (t), -115.7 (t).

The synthetic route of 4-Bromo-5-fluorobenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HENDERSON, James A.; MAXWELL, John; VAILLANCOURT, Louis; MORRIS, Mark; GREY, JR., Ronald; GIROUX, Simon; KONG, Laval Chan Chun; DAS, Sanjoy Kumar; LIU, Bingcan; POISSON, Carl; CADILHAC, Caroline; BUBENIK, Monica; REDDY, T. Jagadeeswar; FALARDEAU, Guy; YANNOPOULOS, Constantin; WANG, Jian; PEREIRA, Oswy Z.; BENNANI, Youssef L.; PIERCE, Albert C.; BHISETTI, Govinda Rao; COTTRELL, Kevin M.; MARONE, Valerie; WO2011/9084; (2011); A2;,
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Adding a certain compound to certain chemical reactions, such as: 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, belongs to bromides-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 3972-64-3, Product Details of 3972-64-3

A 1. 6 M solution of nbutyllithium (12.0 mL, 19.2 mmol) was added to a solution of dicyclohexylamine (3.7 mL, 18.6 mmol) in toluene (40 mL). After stirring for 5 min, 3-methylene-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester (3.45 g, 14.4 mmol) was added. After stirring for 30 min, 1-bromo-3-tert-butyl- benzene (3.16 g, 14.8 mmol) was added followed by the simultaneous addition of tri-teff-butylphosphonium tetrafluoroborate (220 mg, 758, umol) and tris (dibenzylideneacetone) dipalladium (O)-chloroform adduct (380 mg, 367, umol). The solution was placed into a preheated oil bath at 60 °C. After stirring for 16 h, the solution was directly flash chromatographed with 99: 1,49 : 1,24 : 1, and 23: 2 hexanes/ethyl acetate as the eluant to yield 4.31 g (81 percent yield) of 1- (3-tert-butyl- phenyl)-3-methylene-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a light yellow oil.’H NMR (300 MHz, CDCl3) ; 6 7. 43 (d, J=1.0 Hz, 1 H), 7.25 (m, 3H), 4. 82 (s, 1 H), 4. 78 (s, 1H), 4.12 (m, 2H), 3.06 (d, J=13. 3 Hz, 1H), 2.52 (d, J=13. 3 Hz, 2H), 2.26 (dt, J=13.1 Hz and 4.5 Hz, 1H), 2.05 (m, 1H), 1.88-1. 59 (broad m, 3H), 1.31 (s, 9H), 0.89 (m, 2H),-0. 04 (s, 9H).

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-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); A1;,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, belongs to bromides-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 22034-13-5, Computed Properties of C6H3BrN2S

In a first step, 10 g (73.52 mmol) of 2,1,3-benzothiadiazole (1) was added to a 100 ml round-Suspended in 50 ml HBr solution (48percent),A solution of 2.8 ml (54.26 mmol) of bromine was added dropwise with vigorous stirring,After all the drops were added, the mixture was heated to 150 ° C and refluxed for 2 hours.After completion of the reaction, the mixture was cooled to room temperature,The reaction mixture was poured into 500 ml of water,The precipitated solid was filtered to give 10.4 g of crude product;The crude product contains a small amount of dibromo substituted product as well as the starting material.The crude product is directly put into the next step.Under nitrogen protection,To a 500 ml two-necked round bottom flask equipped with a condenser tube was added 8.556 g of crude product (assuming all 4-bromo-2,1,3-benzothiadiazole (2), 40 mmol)10.208 g (44 mmol) of 4-formylphenylboronic acid pinacol ester,2.32 g (2.0 mmol) of tetrakis (triphenylphosphine) palladium and 200 ml of THF,Followed by the addition of 200 ml of an aqueous solution of potassium carbonate (11.06 g, 80 mmol), heated to reflux and stirred for 12 h.After completion of the reaction, the mixture was cooled to room temperature and the mixture was extracted three times with dichloromethane. The separated organic layer was dried over anhydrous sodium sulfate. The crude product obtained by distilling off the solvent under reduced pressure was treated with dichloromethane / petroleum ether (2: 1) as the eluent,Silica gel column chromatography afforded 8.2 g of pale yellow 4-formylphenyl-2,1,3-benzothiadiazole (3).

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, 4-Bromobenzo[c][1,2,5]thiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangnan University; Ye, Jun; Liu, Huan; Zhang, Mingfei; (15 pag.)CN106588935; (2017); A;,
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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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,5-Dibromo-2,4-difluorobenzene

A cooled (-78 C) solution of diisopropylamine (2.25 mL, 16 mmol) in dry THF (10 mL) was treated with n-BuLi (10 mL, 16 mmol, 1.6 M) and then allowed to warm to room temperature. This LDA solution was added drop wise to a solution of l,5-dibromo-2,4- difluorobenzene (3.50 g, 13 mmol) in dry THF (20 mL) at -78 °C. The solution was stirred at -78 °C for 20 minutes, dry C02(g) was bubbled through it, it was warmed to room temperature and dil HCl (10 mL) was added, extracted to DCM, dried (MgS04) and evaporated. Yield (2.73 g, 67 percent) as a pale white solid. 1H NMR (CDC13): delta 8.35 (1H, t, J=9 Hz).

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL COMPANY LIMITED; STEUDEL, Annette; KOZHEVNIKOV, Valery; WO2014/9715; (2014); A1;,
Bromide – Wikipedia,
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