Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 3975-77-7, name is 2-Bromo-1,3,5-tri-tert-butylbenzene, 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 3975-77-7, Recommanded Product: 3975-77-7

2,4,6-Tri-tert-butylbenzoicacid (mes*CO2H, S3). The Br/Liinterchange reaction between mes*Br and n-BuLi in Et2O (see above)was carried out according to the protocol of Staab and LauerS9 but with a reaction period shortened to lessthan 1 hour at room temperature. Afterpouring onto solid CO2 andaqueous workup, the acid fraction furnished mes*CO2H (S3, crude yield up to 75%); m.p.284-286 C (toluene), Ref. S9: 298-300 C.1H NMR (80 MHz, 2,4,6-Tri-tert-butylbenzoicacid (mes*CO2H, S3). The Br/Liinterchange reaction between mes*Br and n-BuLi in Et2O (see above)was carried out according to the protocol of Staab and LauerS9 but with a reaction period shortened to lessthan 1 hour at room temperature. Afterpouring onto solid CO2 andaqueous workup, the acid fraction furnished mes*CO2H (S3, crude yield up to 75%); m.p.284-286 C (toluene), Ref. S9: 298-300 C.1H NMR (80 MHz,

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-Bromo-1,3,5-tri-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Knorr, Rudolf; Rossmann, Eva C.; Knittl, Monika; Boehrer, Petra; Tetrahedron; vol. 70; 34; (2014); p. 5332 – 5338;,
Bromide – Wikipedia,
bromide – Wiktionary

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,
bromide – Wiktionary

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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

Reference Example 39 2-Fluoro-5 -mercaptoaniline To a mixture of 5-bromo-2-fluoroaniline (4.15 g), methyl 3-mercaptopropionate (2.62 g), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.63 g) and N,N-diisopropylethylamine (5.64 g) in 1,4-dioxane (80 mL) was added tris(dibenzylideneacetone)-dipalladium(0) (0.3 g), and the mixture was heated at reflux under an argon atmosphere overnight. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 20/1 – 5/1 – 2/1) to give 2-fluoro-5-(2-methoxy-carbonylethylthio)aniline (4.62 g). This material was dissolved in tetrahydrofuran (120 mL). To the solution was added potassium tert-butoxide (1 mol/L tetrahydrofuran solution, 80.6 mL) at -78C, and the mixture was stirred at the same temperature for 15 minutes. To the reaction mixture was added 1 mol/L hydrochloric acid (81 mL), and the reaction mixture was allowed to warm to room temperature, and stirred for 5 minutes. The mixture was poured into ethyl acetate, and the organic layer was separated. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 4/1) to give the title compound (1.85 g).

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; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2924-09-6, 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: BSB-Cl 2 (314 mg, 1.2 mmol) and aniline 1 (1mmol) were premixed in THF (10 ml) at0 C to which was added LiHMDS (2 ml, 2 mmol). The resulting mixture was stirred for2 h at this temperature. Upon reaction completion, the solution was concentrated. Theresidue was purified with basic alumina flash chromatography to afford pure 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, 5-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Erhu; Yadav, Arun; Weaver, Donald F.; Reed, Mark A.; Synlett; vol. 24; 17; (2013); p. 2259 – 2262;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 58534-95-5, 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. 58534-95-5 name is 3-Bromo-2-fluoroaniline, 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.

A solution of 3-bromo-2-fluoroaniline (1.00 g, 5.26 mmol) in formic acid (1.99 mL, 52.6 mmol) was heated at 90 C. for 16 h. The mixture was cooled to room temperature and partitioned between EtOAc and water. The organic phase was washed sequentially with saturated aqueous NaHCO3 and brine, dried and concentrated to provide N-(3-bromo-2-fluorophenyl)formamide as a beige solid (1.02 g, 89% yield). Mass spectrum m/z 218, 220 (M+H)+. 1H NMR (400 MHz, CDCl3) delta 8.50 (s, 1H), 8.40-8.17 (m, 1H), 7.53-7.41 (m, 1H), 7.31 (ddd, J=8.0, 6.6, 1.4 Hz, 1H), 7.05 (td, J=8.2, 1.4 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Qingjie; Watterson, Scott Hunter; Batt, Douglas G.; Ahmad, Saleem; Beaudoin Bertrand, Myra; Gong, Hua; Guo, Weiwei; Macor, John E.; Ngu, Khehyong; Tebben, Andrew J.; Tino, Joseph A.; (177 pag.)US2016/115126; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7Br

3-Carboxaldehydebicyclo[4,2,0]octa- 1 ,3;5-triene or A- Carboxaldehydebenzocyclobutene, Q6. To a 500-mL flask was added ’50 mL dry of THF, Mg turnings (2.88 g, 120 mmol), and 1,2-dibromoethane (4 drops). The reaction mixture was then heated under reflux for 15 min, 4-Bromobenzocyclobutene, 5,1 1 (20.0 g, 109 mmol) in 25 mL THF was added via a dropping funnel to form the Grignard reagent. After addition and rinsing the dropping funnel with 25 mL of dry THF, the reaction mixture was heated for an additional 45 min under reflux to give a green brown solution. The reaction mixture was then cooled to 0 0C, DMF (15 mL, 210 mmol) was added dropwise to the solution, and the reaction mixture was heated under reflux for 15 min. The reaction mixture was poured onto 150 g of ice, acidified to pH), and neutralized with saturated NaHCO3 solution. The crude product was extracted with ethyl acetate, the organic phase was filtered over Celite, and evaporation of the solvent gave the crude product. The product was purified by column chromatography using 10% diethyl ether/hexane as eluting solvents and was finally purified by Kugelrohr distillation (145 0C, 0.5 mm) to give the aldehyde Q6 (1 1.7 g, 81.2%) as a colorless liquid; IR 3000-2800, 1690, 1598, 1216, 1067 and 827 CnV1; 1H NMR (400 MHz, CDCl3) delta 9.9 (s, IH, CHO), 7.65 (dd, IH, J= 7.4 Hz, J= 1.2 Hz, ArH), 7:50 (s, IH, ArH), 7.14 (dd, IH, J =7.4 Hz, J) 1.2 Hz, ArH), 3.15 (s, 4H, CH2); 13C NMR (100 MHz, CDCl3) «5 192.28, 153.69, 146.57, 135.4, 130.26, 122.89, 122.81, 29.97, and 29.23. Anal. Calcd for C9H8O; C, 81.8; H 6.10. Found: C, 81.7; H, 5.94.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; WO2008/24435; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7073-94-1, These common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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.

General procedure: A sealed 10mL glass tube containing substrate 1a-1s (1.5mmol), trimethylsilylacetylene (1.5mmol), triethylamine (7.5mmol), Pd(PPh3)2Cl2 (5mol%), CuI (10mol%), and acetonitrile (1mL) was placed in the cavity of a microwave reactor and irradiated for 2-10min, at 120C and power 150W. After cooling to room temperature by an N2-flow, the tube was removed from the rotor. The reaction mixture was combined with dichloromethane (30mL) and water (30mL). The organic layer was separated and washed with water (2×30mL), dried over sodium sulfate, and concentrated. Purification by column chromatography, eluting with petroleum ether gave 1-aryl-2-(trimethylsilyl)acetylenes (2a-2s) as coloured oils or solids. All the products 2a-2s were characterized by 1H NMR and EI-MS. (See Supporting Information file for characterization data of 1H NMR and EI-MS spectrum.)

The synthetic route of 7073-94-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lei, Yonghua; Hu, Tianhan; Wu, Xingsen; Wu, Yue; Xiang, Hua; Sun, Haopeng; You, Qidong; Zhang, Xiaojin; Tetrahedron Letters; vol. 57; 10; (2016); p. 1100 – 1103;,
Bromide – Wikipedia,
bromide – Wiktionary