反応式
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6](Cl)=[O:7].[Cl:18][C:19]1[CH:37]=[CH:36][C:22]([CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([CH2:30][NH:31][C:32](=[O:35])[CH2:33][NH2:34])[CH2:26][CH2:25]2)=[CH:21][CH:20]=1.CO>ClCCl.C(Cl)(Cl)Cl>[Cl:18][C:19]1[CH:37]=[CH:36][C:22]([CH2:23][N:24]2[CH2:25][CH2:26][CH:27]([CH2:30][NH:31][C:32](=[O:35])[CH2:33][NH:34][C:6](=[O:7])[C:5]3[CH:4]=[C:3]([C:2]([F:17])([F:16])[F:1])[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=3)[CH2:28][CH2:29]2)=[CH:21][CH:20]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 3,5-bis(trifluoromethyl)benzoyl chloride (0.058 mmol) in dichloromethane (1 mL) was added to a mixture of 1-{4-chlorobenzyl)-4-((glycylamino)methyl}piperidine (0.050 mmol) and piperidinomethylpolystyrene (58 mg) in chloroform (0.2 mL) and dichloromethane (0.75 mL). After the reaction mixture was stirred at room temperature for 2 h, methanol (1.0 mL) was added and the mixture was stirred at room temperature for 30 min. The reaction mixture was loaded onto Varian™ SCX column, and washed with CH3OH (16 mL). Product was eluted off using 2 N NH3, in CH3OH (6 mL) and concentrated to afford 1-(4-chlorobenzyl)-4-[{N-(3,5-bis(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine (Compound No. 1213) (24.0 mg, 90%): The purity was determined by RPLC/MS (100%); ESI/MS m/e 536.2 (M++H, C24H24ClF6N3O2).
後処理
- stirringthe mixture was stirred at room temperature for 30 min
- washwashed with CH3OH (16 mL)
- washProduct was eluted off
- concentrationin CH3OH (6 mL) and concentrated
出典と根拠
- ORDレコード
- ord-269902fa29484300a9c374fc4b7af816
- 出典データセット
- uspto-grants-2002_03
- 特許番号
- US06362177B1
関連ノート
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