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2-溴-4,5-二氟苯甲醚（CAS 202865-58-5）的产品身份、结构标识及相关反应资料，供化学中间体检索、研发和采购评估使用。
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11 条反应 · 11 篇文献
反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: The title compound was prepared from 2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide (Example 3) and 2-bromo-4,5-difluoroanisole (Apollo) using the procedure described in Example 7. HRMS, observed: 298.0318, Calcd for M+: 298.0321.
来源 ID: ord-9e1bdbd13d854f31bcd46bf3854489c4反应条件: temp:0.00; pressure:0.00; stir:
来源 ID: ord-a195eaa2dc994fe1a75521ed7f1a433a反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: The title compound was prepared from 2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide (Example 3) and 2-bromo-4,5-difluoroanisole (Apollo) using the procedure described in Example 7. HRMS, observed: 298.0318, Calcd for M+: 298.0321.
来源 ID: ord-9e1bdbd13d854f31bcd46bf3854489c4反应条件: temp:0.00; pressure:0.00; stir:
来源 ID: ord-a195eaa2dc994fe1a75521ed7f1a433a反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: The title compound was prepared from 2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide (Example 3) and 2-bromo-4,5-difluoroanisole (Apollo) using the procedure described in Example 7. HRMS, observed: 298.0318, Calcd for M+: 298.0321.
来源 ID: ord-9e1bdbd13d854f31bcd46bf3854489c4反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: Add trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester (2.3 gm, 4.2 mmoles), bis(pinacolato)diboron (1.3 gm, 5.1 mmoles), palladium II acetate (97 mg, 0.4 mmoles), triphenylphosphine (222 mg, 0.84 mmoles) and cesium fluoride (2.1 gm, 14.1 mmoles) in a 250 ml round bottom flask under nitrogen and add 100 ml of anhydrous acetonitrile. Stir and heat to reflux for 2 hours. Allow the mixture to cool and to this mixture add 2-bromo-4,5-difluoroanisole (2.8 gm, 12.5 mmoles), palladium II acetate (96 mg, 0.43 mmoles) triphenylphosphine (222 mg, 0.84 moles) and cesium fluoride (1.8 gm, 12.2 mmoles). Reflux the mixture for 18 hours and filter through Celite. Evaporate the solvent and pass through an SCX column eluting the product with 2N ammonia/methanol. The product is purified on a silica column eluting with a gradient of 25% THF/hexane to 5% 2N ammonia/methanol in 25% THF/Hexane. LC/MS gives a peak with the proper mass. heat to reflux for 2 hours Allow the mixture to cool and to this mixture Reflux the mixture for 18 hours filter through Celite Evaporate the solvent and pass through an SCX column eluting the product with 2N ammonia/methanol The product is purified on a silica column eluting with a gradient of 25% THF/hexane to 5% 2N ammonia/methanol in 25% THF/Hexane LC/MS gives a peak with the proper mass
来源 ID: ord-be5973d18bf04ca48b8c0e95e7ac6997反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: The same procedure as described in Example 47 was used, starting from 4-amino-2-ethylsulfanylpyrimidine-5-carboxylic acid methoxymethylamide, Example 1, and 2-bromo4,5-difluoro-anisole (Astatech), to give (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone as a white solid. MS (M+H)+, 326.
来源 ID: ord-6d3778cc81324267b77e60df494c64b9反应条件: temp:-72.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: A solution of 2-bromo4,5-difluoro-anisole (1.95 g, 8.75 mmol, Astatech) in a mixture of pentane/tetrahydrofuran (5 mL/17 mL) was cooled to −72° C. and treated with n-butyl lithium (2.5 M in hexane, 3.6 mL, 9.0 mmol). After stirring for 10 minutes, a solution of 4-amino-2-ethylsulfanyl-pyrimidine-5-carboxylic acid methoxy-methyl-amide (0.78 g, 3.21 mmol, Example 1) in tetrahydrofuran (3 mL) was added. The temperature was slowly raised to −35° C. for ˜2 hours. The reaction was quenched at −35° C. with 5% aqueous ammonium chloride solution and the mixture was diluted with ethyl acetate/hexane (100 mL). The organic phase was separated, washed with 1:1 water/saturated aqueous sodium chloride solution and dried (Na2SO4). The residue after solvent removal was purified by HPLC chromatography (Waters Prep 500 eluting with 35% ethyl acetate/hexane) to give, in approximately 1:1 ratio, the two positional isomers (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone identical to material prepared in Example 102, and (4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(4,5-difluoro-2-methoxy-phenyl)-methanone as a white solid after evaporation. HRMS, observed: 326.0772; Calcd for M+: 326.0770. The temperature was slowly raised to −35° C. for ˜2 hours The reaction was quenched at −35° C. with 5% aqueous ammonium chloride solution the mixture was diluted with ethyl acetate/hexane (100 mL) The organic phase was separated washed with 1:1 water/saturated aqueous sodium chloride solution dried (Na2SO4) The residue after solvent removal was purified by HPLC chromatography (Waters Prep 500 eluting with 35% ethyl acetate/hexane) to give, in approximately 1:1 ratio the two positional isomers (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone identical to material prepared in Example 102, and (4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(4,5-difluoro-2-methoxy-phenyl)-methanone as a white solid after evaporation
来源 ID: ord-79ffbc5f6a5e4b1babb2ffcc4fcab427反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: The same procedure as described in Example 47 was used, starting from 4-amino-2-ethylsulfanylpyrimidine-5-carboxylic acid methoxymethylamide, Example 1, and 2-bromo-4,5-difluoro-anisole (Astatech), to give (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone as a white solid. MS (M+H)+, 326.
来源 ID: ord-991c4bcd91d54a04bb74158661b0668e反应条件: temp:-72.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: A solution of 2-bromo-4,5-difluoro-anisole (1.95 g, 8.75 mmol, Astatech) in a mixture of pentane/tetrahydrofuran (5 mL/17 mL) was cooled to −72° C. and treated with n-butyl lithium (2.5 M in hexane, 3.6 mL, 9.0 mmol). After stirring for 10 minutes, a solution of 4-amino-2-ethylsulfanyl-pyrimidine-5-carboxylic acid methoxy-methyl-amide (0.78 g, 3.21 mmol, Example 1) in tetrahydrofuran (3 mL) was added. The temperature was slowly raised to −35° C. for ˜2 hours. The reaction was quenched at −35° C. with 5% aqueous ammonium chloride solution and the mixture was diluted with ethyl acetate/hexane (100 mL). The organic phase was separated, washed with 1:1 water/saturated aqueous sodium chloride solution and dried (Na2SO4). The residue after solvent removal was purified by HPLC chromatography (Waters Prep 500 eluting with 35% ethyl acetate/hexane) to give, in approximately 1:1 ratio, the two positional isomers (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone identical to material prepared in Example 102, and (4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(4,5-difluoro-2-methoxy-phenyl)-methanone as a white solid after evaporation. HRMS, observed: 326.0772; Calcd for M+: 326.0770. The temperature was slowly raised to −35° C. for ˜2 hours The reaction was quenched at −35° C. with 5% aqueous ammonium chloride solution the mixture was diluted with ethyl acetate/hexane (100 mL) The organic phase was separated washed with 1:1 water/saturated aqueous sodium chloride solution dried (Na2SO4) The residue after solvent removal was purified by HPLC chromatography (Waters Prep 500 eluting with 35% ethyl acetate/hexane) to give, in approximately 1:1 ratio the two positional isomers (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone identical to material prepared in Example 102, and (4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(4,5-difluoro-2-methoxy-phenyl)-methanone as a white solid after evaporation
来源 ID: ord-bc4b501cc735403d8591f27668f496d9反应条件: temp:0.00; pressure:0.00; stir:
来源 ID: ord-a195eaa2dc994fe1a75521ed7f1a433aPubChem References
以下资料来自该化合物的公开数据库参考记录。