Category: 202865-83-6

These common heterocyclic compound, 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, 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. Formula: C7H6BrF

l-Bromo-3-fluoro-5-methylbenzene (5.00 g, 26.5 mmol) was dissolved in tetrahydrofuran (100 mL) and cooled to -78 C. Lithium diisopropyl amide (1.8 M in tetrahydrofuran, 16.2 mL, 29.1 mmol) was added. After stirring at -78 C for 30 min, N,N-dimethylformamide (2.32 g, 31.7 mmol) was added. After stirring at -78 C for an additional 15 min, acetic acid (6 mL) and water (100 mL) was added and the mixture was warmed to RT. After extraction with ethyl acetate, the organic phase was washed with 1 M hydrochloride acid solution and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (5.45 g, 95% of theory). GC-MS (Method 1G): Rt = 4.39 min, MS (ESIPos): m/z = 217 [M+H]+

The synthetic route of 1-Bromo-3-fluoro-5-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; CANCHO-GRANDE, Yolanda; BEYER, Kristin; ROeHRIG, Susanne; KOeLLNBERGER, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; WO2015/67549; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, 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. SDS of cas: 202865-83-6

Example AAA00110 Synthesis of 4-(thiazol-2-yl)-1-(3-(3-fluoro-5-methylphenyl)-propiolyl)piperazine 4-(Thiazol-2-yl)-1-(3-(3-fluoro-5-methylphenyl)propiolyl)piperazine was obtained by the reaction of 4-(thiazol-2-yl)-1-propiolylpiperazine [Precursor BBB2] with 3-bromo-5-fluorotoluene under the conditions described in the case of Example AAA35.

The synthetic route of 1-Bromo-3-fluoro-5-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2007/112011; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-3-fluoro-5-methylbenzene

Example 148A 2-Bromo-6-fluoro-4-methylbenzaldehyde 1-Bromo-3-fluoro-5-methylbenzene (5.00 g, 26.5 mmol) was dissolved in tetrahydrofuran (100 mL) and cooled to -78 C. Lithium diisopropyl amide (1.8 M in tetrahydrofuran, 16.2 mL, 29.1 mmol) was added. After stirring at -78 C. for 30 min, N,N-dimethylformamide (2.32 g, 31.7 mmol) was added. After stirring at -78 C. for an additional 15 min, acetic acid (6 mL) and water (100 mL) was added and the mixture was warmed to RT. After extraction with ethyl acetate, the organic phase was washed with 1 M hydrochloride acid solution and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (5.45 g, 95% of theory). GC-MS (Method 1G): Rt=4.39 min, MS (ESIPos): m/z=217 [M+H]+

According to the analysis of related databases, 202865-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Hassfeld, Jorma; KINZEL, Tom; Koebberling, Johannes; CANCHO GRANDE, Yolanda; BEYER, Kristin; Roehrig, Susanne; Koellnberger, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; US2015/126449; (2015); 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. 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, A new synthetic method of this compound is introduced below., Product Details of 202865-83-6

A solution of 1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5- (methoxycarbonyl)-3-methyl-1H-pyrazol-4-ylboronic acid (50 mg, 0.10 mmol), 1-bromo-3- fluoro-5-methylbenzene (23 mg, 0.12 mmol), Pd(PPh3)4 (12 mg, 0.10 mmol), Na2CO3 (54 mg, 0.51 mmol) in degassed 1,4-dioxane and H2O (4:1, 2.1 mL) was heated at 85 C for 18 hours. LiOH (12.4 mg, 0.52 mmol) was added and the reaction was heated at 90 oC under microwave radiation for 45 minutes.1 N HCl (1 mL) was added, followed by water (5 mL) and the mixture was extracted with EtOAc (3x5mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by semi-prep HPLC-MS (column X-Bridge 30×50) using a solution of MeCN in water (containing 10 mM of NH4CO2H) (60 to 80%). The product was lyophylised and afforded the title compound (13 mg, 0.024 mmol, 24%) as a pale yellow solid. [389] 1H NMR (500 MHz, DMSO) delta 8.21 (d, J = 2.0 Hz, 1H), 8.02 (dd, J = 8.5, 2.0 Hz, 1H), 7.75 (d, J = 8.5 Hz, 1H), 7.13 (s, 1H), 7.11 (d, J = 9.9 Hz, 1H), 7.07 (d, J = 9.7 Hz, 1H), 3.35 (hept, J = 6.7 Hz, 1H), 2.36 (s, 3H), 2.31 (s, 3H), 1.24 (d, J = 6.7 Hz, 6H); MS (m/z): 536.0 [M+H]+.

The synthetic route of 202865-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 202865-83-6, These common heterocyclic compound, 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, 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.

Step 1: Preparation of 8-(3-fluoro-5-methyl-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane A mixture of 1,4-dioxa-8-azaspiro[4.5]decane hydrochloride (4.0 g, 22.3 mmol), 1-bromo- 3-fluoro-5-methylbenzene (5.05 g, 26.7 mmol), Pd2(dba)3 (408 mg, 445 mumol), Ruphos (416 mg, 891 mumol) and Cs2CO3 (18.1 g, 55.7 mmol) in toluene (50 mL) was heated with stirring at 120 C for 15 hrs. The resulting reaction mixture was filtered through celite and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography to give 8-(3-fluoro-5- methyl-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane (5.0g) as a yellow oil.

Statistics shows that 1-Bromo-3-fluoro-5-methylbenzene is playing an increasingly important role. we look forward to future research findings about 202865-83-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; WANG, Yongguang; YANG, Song; (319 pag.)WO2016/177655; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 202865-83-6, The chemical industry reduces the impact on the environment during synthesis 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, I believe this compound will play a more active role in future production and life.

Compound 22b (50 mg, 177.09 mumol), 1-bromo-3-fluoro-5-methylbenzene (46.87 mg, 247.93 mumol), Pd (OAc) 2 (7.9 mg, 0.035 mmol), BINAP (44 mg, 0.071 mmol) ) And Cs2CO3 (145mg, 0.442mmol) were added in 5mL toluene, heated to 90 under N2 protection for 5h. After the reaction was completed, it was filtered through celite, and the filtrate was spin-dried and separated and purified by a preparative silica gel plate (eluent system B) to obtain compound 22c (10 mg).

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-fluoro-5-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Li Guiying; Sun Xiaoyang; You Zejin; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (55 pag.)CN110857298; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 202865-83-6, 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. 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven-dried 5 mL screw-capped vial, N-(5-chloroquinolin-8-yl)butyramide (1a) (75 mg, 0.3mmol), heptafluoroisopropyl iodide (178 mg, 0.60 mmol), Pd(OAc)2 (6.7 mg, 0.03 mmol),1-AdCOOH (10.8 mg, 0.06 mmol), K2CO3 (124 mg, 0.9 mmol), toluene (276 mg, 3.0 mmol) andchlorobenzene (0.7 mL) were added in a glove box. The mixture was stirred for 48 h at 140 Cfollowed by cooling. The resulting mixture was filtered through a celite pad and concentrated invacuo. The residue was purified by column chromatography on silica gel (eluent: hexane/EtOAc=2/1) to afford the desired alkylated product 2a (61 mg, 60%) 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, 1-Bromo-3-fluoro-5-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kubo, Teruhiko; Aihara, Yoshinori; Chatani, Naoto; Chemistry Letters; vol. 44; 10; (2015); p. 1365 – 1367;,
Bromide – Wikipedia,
bromide – Wiktionary

202865-83-6,Some common heterocyclic compound, 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, molecular formula is C7H6BrF, 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 solution of 1 -(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5- (methoxycarbonyl)-3-methyl-1H-pyrazol-4-ylboronic acid (50 mg, 0.10 mmol), 1-bromo-3- fluoro-5-methylbenzene (23 mg, 0.12 mmol), Pd(PPh3)4 (12 mg, 0.10 mmol), Na2003 (54 mg, 0.51 mmol) in degassed 1,4-dioxane and H20 (4:1, 2.1 mL) was heated at 85 C for 18 hours. LiOH (12.4 mg, 0.52 mmol) was added and the reaction was heated at 90 O under microwave radiation for 45 minutes. 1 N HCI (1 mL) was added, followed by water (5 mL) and the mixture was extracted with EtOAc (3x5mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by semi-prep H PLC-MS (column X-Bridge 30×50) using a solution of MeCN in water (containing 10 mM of NH4CO2H) (60 to 80%). The product was lyophylised and afforded the title compound (13 mg, 0.024 mmol, 24%) as a pale yellow solid. 1H NMR (500 MHz, DMSO) O 8.21 (d, J= 2.0 Hz, 1H), 8.02 (dd, J= 8.5, 2.0 Hz, 1H), 7.75 (d, J= 8.5 Hz, 1H), 7.13 (5, 1H), 7.11 (d, J= 9.9 Hz, 1H), 7.07 (d, J= 9.7 Hz, 1H),3.35 (hept, J= 6.7 Hz, 1H), 2.36 (5, 3H), 2.31 (5, 3H), 1.24 (d, J= 6.7 Hz, 6H); MS (mlz):536.0 [M+H].

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-3-fluoro-5-methylbenzene, its application will become more common.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M. Arshad; CIBLAT, Stephane; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu, Jr.; SRIVASTAVA, Sanjay; SHIPPS, Gerald W.; COOPER, Alan B.; OZA, Vibha; KOSTURA, Matthew; LUTHER, Michael; LEVINE, Jedd; (253 pag.)WO2018/102452; (2018); A2;,
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. 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 202865-83-6

Intermediate 157: 4-Fluoro-2-methyl-benzaldehvde; A solution of 10 g of 5-Bromo-3-fluorotoluene (0.05 mole) in 500 mL of THF was cooled to -780C. Then, 32 mL of a solution of n-Butyl lithium in hexanes (2.5 M, 0.08 mole) were added to the mixture keeping the internal temperature between -75C and -78C. The resulting mixture was stirred at -780C for 50 min. 43 mL of Dry DMF (0.53 mole) were added over 1 h to the mixture. The mixture was allowed to warm to RT (about 180C) and stirred overnight. The reaction was quenched with 20 mL of a saturated solution of NH4CI. The mixture was washed with water (5×100 mL) and the organic layer was washed with a 50 mL of a saturated aqueous solution of NaHCO3, dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by a column chromatography on silica gel (PE/AcOEt=50/1 ) to give the title compound as light yellow liquid (3.0Og, 41.09%).

The synthetic route of 202865-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/148853; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary