反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].S(Cl)(Cl)=O.[Br:21][C:22]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=1[NH2:29].C(N(CC)CC)C>C(Cl)Cl.CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14](=[O:16])[NH:29][C:23]2[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:22]=2[Br:21])[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 3
実験手順
Piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (16.5 g, 72.00 mmol) was dissolved in dry methylene chloride (100 mL) and dry pyridine (15 mL). To the reaction mixture was then added thionyl chloride (10.28 g, 86.40 mmol) under nitrogen atmosphere and the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture was then added successively, under nitrogen atmosphere, 2-bromo-4-fluoro-phenylamine (15.0 g, 79.00 mmol), dry triethylamine (25.50 g, 252.0 mmol), dry methylene chloride (120 mL), 4-(dimethylamino)pyridine (0.87 g, 7.20 mmol) and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was then partitioned with aqueous 2N HCl and tert-butyl methyl ether. The organic layer was washed with aqueous 2N HCl, aqueous NaHCO3, brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield the title compound as a solid.
後処理
- additionTo the reaction mixture was then added successively, under nitrogen atmosphere
- customThe reaction mixture was then partitioned with aqueous 2N HCl and tert-butyl methyl ether
- washThe organic layer was washed with aqueous 2N HCl, aqueous NaHCO3, brine
- dry with materialdried with Na2SO4
- filtrationfiltered
- customthe solvent evaporated in vacuo
出典と根拠
- ORDレコード
- ord-8e2005afd5824055b07c184c86d6bd04
- 出典データセット
- uspto-grants-2010_02
- 特許番号
- US07655670B2
関連ノート
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