Month: July 2021

Synthetic Route of 399-94-0, These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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.

Under nitrogen, 2,5-difluorobromobenzene (15.05 g, 78 mmol) was dissolved in dry toluene (50 mL)(66 mL, 1.3 mol / L), and the mixture was stirred at about -10 C for 1 hour, and the mixture was cooled to -10 C or lower and the isopropylmagnesium chloride / lithium chloride tetrahydrofuran solution (66 mL, 1.3 mol / L) was added dropwise.1D (10 g, 39 mmol) was dissolved in dry tetrahydrofuran (100 mL) and added dropwise to the above reaction solution. The temperature was maintained below -10 C and the reaction was carried out at room temperature for 4 hours. The temperature was reduced to below -10 C, saturated ammonium chloride solution (40 mL) was added dropwise, stirred for 10 minutes, adjusted to pH 5 to 6 with 3 mol / L hydrochloric acid solution, The organic phase was washed with saturated sodium chloride solution (30 mL x 2). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated, and the column was separated by column chromatography. (Petroleum ether / ethyl acetate (nu / nu) = 50: 1 -8: 1) to give 1E as a pale yellow solid (10.1 g, yield 83.5%).

Statistics shows that 1-Bromo-2,5-difluorobenzene is playing an increasingly important role. we look forward to future research findings about 399-94-0.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

583-70-0, name is 2,4-Dimethylbromobenzene, belongs to bromides-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: C8H9Br

To a suspension of Mg (1.32 g, 55 mmol) in THF (60 mL) was added a catalytic amount of and 1 -bromo-2,4-dimethylbenzene (0.50 g, 2.7 mmol). The reaction was initiated by heating and additional l-bromo-2,4-dimethylbenzene (8.75 g, 47.3 mmol) was added dropwise. The reaction mixture was stirred at rt for 4 h under N2. Benzonitrile (5.15 g, 50 mmol) was added dropwise to the Grignard system and the reaction mixture was stirred at rt for 16 h. The reaction was quenched by the addition of MeOH (20 mL), followed by portionwise addition of NaBH4 (1.9 g, 50 mmol). After stirring at rt for 5 h, the reaction was quenched by the addition of water (20 mL). Solvent was removed under reduced pressure. The residue was extracted with EtOAc (3 x 100 mL). The organic layer was washed with 1 N HC1 and the resultant precipitate was collected by filtration to afford the title compound (8.8 g, 84%) as a white solid. LC-MS-P1 : 195 [M- NH2]+; Rt: 1.232 min. lU NMR (500 MHz, DMSO-d6) delta ppm 9.15 (s, 2H), 7.55 (d, J= 8.0 Hz, IH), 7.45 – 7.32 (m, 5H), 7.12 (d, J= 8.0 Hz, IH), 7.04 (s, IH), 5.64 – 5.62 (m, IH), 2.27 (s, 3H), 2.22 (s, 3H).

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard; WO2013/19682; (2013); 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,4-Dibromo-2,5-difluorobenzene

Example 3 Preparation of (4-bromo-2,5-difluorophenyl)trimethylsilane To a solution of 1,4-dibromo-2,5-difluorobenzene (5 g, 18.4 mmol) in anhydrous Et2O (60 mL) at -78 C. (dry ice/acetone bath) was added n-BuLi (7.72 mL, 19.31 mmol) dropwise. The reaction mixture was stirred at -78 C. for 30 minutes (min) (light yellow color), then TMSCl (2.59 mL, 20.23 mmol) was added. The reaction mixture was allowed to slowly warm to 20 C. and was stirred for 12 h. The reaction mixture was poured into a saturated (satd) aqueous (aq) ammonium chloride solution (NH4Cl; 150 mL), and the crude product was extracted with Et2O (3*). The combined organic layers were washed with satd aq NaCl, dried over MgSO4, filtered and concentrated (orange/brown oil). The residue was purified by column chromatography (silica gel (SiO2), eluting with hexanes) to afford the title compound as a colorless oil (4.17 g, 86%): 1H NMR (400 MHz, CDCl3) delta 7.20 (dd, J=7.1, 5.1 Hz, 1H), 7.09 (dd, J=8.0, 4.4 Hz, 1H), 0.31 (d, J=0.9 Hz, 9H); 19F NMR (376 MHz, CDCl3) delta -105.42, -115.48; EIMS m/z 266.

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epp, Jeffrey B.; Lowe, Christian T.; Renga, James M.; Schmitzer, Paul R.; Eckelbarger, Joseph D.; Guenthenspberger, Katherine A.; Siddall, Thomas L.; Yerkes, Carla N.; Fischer, Lindsey G.; Giampietro, Natalie C.; Kister, Jeremy; Roth, Joshua; US2013/5574; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 28342-75-8, 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,5-dibromo-2,4-difluorobenzene (6.4 mmol) was dissolved in ACN (12 mL), and wasadded TEA (2.6 mL), TMS-acetylene (1.6 equiv), CuT (0.16 equiv), and Pd(PPh3)2Cp2 (0.1 equiv) sequentially. The mixture was stirred at 65°C for 6 hours. The mixture was filtered, evaporated and purified on a flash column. The collected fractions were dried and treated with 1 M TBAF in THF for two hours. The solvent was removed on a rotovap. The residue was added EtOAc and water. The organic layer was dried, evaporated and purified on a column.

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

Reference:
Patent; CELLCEUTIX CORPORATION; FAN, Xiaodong; XU, Yongjiang; LIU, Dahui; COSTANZO, Michael J.; WO2014/93225; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

656-64-4, name is 3-Bromo-4-fluoroaniline, belongs to bromides-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. Formula: C6H5BrFN

The compound N-hydroxy-4-((3-methoxypropyl)amino)-1,2,5-oxadiazol-3-carbamimidinyl chloride (2.5 g, 10.64 mmol) was added to water. (14 ml) was heated to 60 C, 3-bromo-4-fluoroaniline (2.06 g, 11 mmol) was added, stirred for 10 minutes, then sodium bicarbonate (1.26 g, 15 mmol) was added at 60 C for 30 minutes until the reaction was complete. Extract with ethyl acetate, wash the organic phase with water, and wash with saturated brine.Drying the organic phase with anhydrous sodium sulfate,Concentrated under vacuumN-(3-Bromo-4-fluorophenyl)-N’-hydroxy-4-3-methoxypropyl)amino)-1,2,5-oxadiazole-3-carboximidamide 6e (3.9 g, 94.0%)

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., LTD (CN); Shanghai Hansoh Biomedical Co.,Ltd (CN); WU, SHENG HUA; GUO, FENG YING; LI, KAI LONG; HUANG, ZHI QIANG; BAO, RUDI; (94 pag.)TW2018/23219; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, molecular formula is C8H8Br2, 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: 1074-24-4

1, 4-dibromo-2,5-dimethylbenzene: 1H-1,2,4-triazole: potassium carbonate: copper oxide molar ratio of 2: 10: 30: 1A solution of CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), 1H-1,2,4-triazole (0.345 g, 0.5 mmol), and triethylamine Mg, 5 mmol), 1,4-dibromo-2,5-dimethylbenzene (0.3360 g, 1 mmol), 20 mL of DMF. Stirring was started at 100oC for 24 hours. After the completion of the reaction, the reaction solution was cooled to room temperature, filtered, and the filtrate was added with 100 mL of water. A large amount of precipitate was precipitated, and the filter cake was collected by suction filtration at a yield of 60percent. Elemental analysis (C12N6H12) Calcd. (percent): C, 59.99; H, 5.03; N, 34.98. Found: C, 60.02; H, 5.05; N, 35.05;1,4-dibromo-2,5-dimethylbenzene 1H-1,2,4-triazole.In the present invention, the molar ratio of 1,4-dibromo-2,5-dimethylbenzene: 1H-1,2,4-triazole: potassium carbonate:2: 10: 30: 1; reaction temperature 80-200 , reaction time 12-120 hours. The organic compound was prepared by heating 1,4-dibromo-2,5-dimethylbenzene and 1H-1,2,4-triazole in a one-pot process. 1- (2,5- Dimethyl-4- (1H-1,2,4-Triazol-1-yl) phenyl) -1H-1,2,4-triazole (L).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1074-24-4, its application will become more common.

Reference:
Patent; Tianjin Normal University; Wang, Ying; (12 pag.)CN105418659; (2016); A;,
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. 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-2-fluoro-5-methylaniline

a) N-(4-bromo-2-fluoro-5-methylphenyl)-2-{[(35)-l-(cyclopropylcarbonyl)-3- pyrrolidinyl]acetyl}hydrazinecarboxamideTo a round bottom flask was added triphosgene (2.57 mmol) and dichloromethane (20 mL) under nitrogen, and the solution was cooled to -78 C. In a separate vial, 4- bromo-2-fluoro-5-methylaniline (7.35 mmol) was dissolved in dichloromethane (20 mL) and Hunig’s base (18.4 mmol) was added. This solution was slowly added to the cooled solution and then the reaction was allowed to warm to room temperature. After 10 min, analysis by LCMS indicated desired intermediate formation. The reaction was cooled again to -78 C and 2-[(35)-l-(cyclopropylcarbonyl)-3-pyrrolidinyl]acetohydrazide (4.41 mmol) in dichloromethane (5 mL) was added slowly. The reaction was allowed to warm to room temperature and stirred for 20 min. Analysis by LCMS indicated desired product formation. The reaction was poured into a separatory funnel and partitioned with saturated aq sodium bicarbonate. The aqueous layer was extracted with dichloromethane (3x) and the combined organic layers were dried over Na2S04, filtered, and concentrated to an oil. The residue was purified by silica gel chromatography (0-15%isopropanol/ethyl acetate). The desired fractions were combined and concentrated to afford the title product as an oil (1.9 g, 59%). MS(ES)+ m/e 441.0, 442.9 [M+H]+.

According to the analysis of related databases, 418762-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Nicholas, D.; AQUINO, Christopher, Joseph; CHAUDHARI, Amita, M.; GHERGUROVICH, Jonathan, M.; KIESOW, Terence, John; PARRISH, Cynthia, A.; REIF, Alexander, Joseph; WIGGALL, Kenneth; WO2011/103546; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 69321-60-4,Some common heterocyclic compound, 69321-60-4, name is 2,6-Dibromotoluene, molecular formula is C7H6Br2, 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.

3-Bromo-2-methylbenzonitrile. This compound was prepared in a manner similar to that described for 3-bromo-5-fluorobenzonitrile from commercially available 2,6-dibromotoluene (1.80 g, 7.20 mmol), DMF (11 mL), pyridine (1.1 mL), and copper (I) cyanide (0.52 g, 5.76 mmol). The crude product was purified by flash column chromatography (100 mL silica, hexane) to afford 50 mg (35%) of 3-bromo-2-methylbenzonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dibromotoluene, its application will become more common.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696130; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-88-0, 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 626-88-0 as follows.

General procedure: 4-Bromomethylbiphenyl (402 mg, 1.63 mmol) and K2CO3(247 mg, 1.79 mmol) were added to a stirred solution of 237)(500 mg, 1.63 mmol) in DMF (5 mL), followed by stirring atroom temperature for 15 h. After the addition of water, themixture was extracted with AcOEt, washed with water andsaturated brine, and then dried over Na2SO4. The solventwas removed under reduced pressure. The residue obtainedwas purified by silica gel column chromatography to give 3j(790 mg, quant.) as a white solid.

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Morishita, Ko; Shoji, Yoshimichi; Fukui, Masaki; Ito, Yuma; Kitao, Tatsuya; Ozawa, Shin-ichiro; Hirono, Shuichi; Shirahase, Hiroaki; Chemical and Pharmaceutical Bulletin; vol. 66; 12; (2018); p. 1131 – 1152;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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. Safety of 1-Bromo-2,5-difluorobenzene

Example 3 3 -((2.5 -difluorophenyl)ethynyl)-5 -( 1 -(piperidin-4-yl)- 1 H-pyrazol-4-yl)- 1 H- pyrrolor2,3-b1pyridine Step 1) tert-butyl 4-(4-(3-((2.5-difluorophenyl ethvnyl -lH-pyrrolor2.3-b1pyridin-5-yl -lH- pyrazol- 1 -yPpiperidine- 1 -carboxylate To a microwave vial was added tert-butyl 4-(4-(3-ethynyl-lH-pyrrolo[2,3-b] pyridin-5-yl)-lH- pyrazol-l-yl)piperidine-l -carboxylate (0.1 g, 0.26 mmol), 2-bromo-l,4-difluorobenzene (58 mg, 0.26 mmol), Pd(PPh3)2Cl2 (9.0 mg, 0.013 mmol), Cul (2.0 mg, 0.013 mmol), Et3N (1 mL), and DMF (4 mL). The mixture was degassed and charged with nitrogen for three times. The vial was capped and then stirred and heated under microwave conditions at 120 C for 30 minutes. Then the mixture was cooled to rt, diluted with DCM (100 mL), and washed with brine (100 mL x 3). The separated organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 1/2) to give the title compound as a light yellow solid (0.14 g, 81%). MS (ESI, pos. ion) m/z: 504.2 (M+l); ‘HNMR: (400 Hz, DMSO-i): delta 1.43 (s, 9H), 1.84 (m, 2H), 2.05 (m, 2H), 2.95 (s, 2H), 4.06 (m, 2H), 4.38 (m, IH), 7.31 (m, IH), 7.38 (m, IH), 7.62 (m, IH), 7.98 (d, J=2.8 Hz, IH), 8.02 (s, IH), 8.19 (d, J=1.8 Hz, IH), 8.41 (s, IH), 8.62 (d, J=1.8 Hz, IH), 12.26 (s, IH).

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

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing; WO2014/89280; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary