Triethylamine → HCID 10025686、化合物
反応式
C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[N:30]1([CH:35]([CH3:39])[C:36]([OH:38])=O)[CH2:34][CH2:33][CH2:32][CH2:31]1.[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]2[CH:48]=[CH:49][C:50]([C:53]#[C:54][C:55]3[CH:60]=[CH:59][C:58]([NH2:61])=[CH:57][CH:56]=3)=[N:51][CH:52]=2)=[CH:43][CH:42]=1>C1COCC1.C([O-])(O)=O.[Na+]>[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]2[CH:48]=[CH:49][C:50]([C:53]#[C:54][C:55]3[CH:56]=[CH:57][C:58]([NH:61][C:36](=[O:38])[CH:35]([N:30]4[CH2:31][CH2:32][CH2:33][CH2:34]4)[CH3:39])=[CH:59][CH:60]=3)=[N:51][CH:52]=2)=[CH:43][CH:42]=1参加物
実験手順
0.18 mL (1.31 mmol) triethylamine and 269 mg (0.84 mmol) TBTU are added successively to a solution of 100 mg (0.70 mmol) 2-pyrrolidin-1-yl-propionic acid in 10 mL THF. The solution is stirred for 1 h at RT and then 200 mg (0.66 mmol) 4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenylamine are added. The reaction solution is stirred overnight at RT. The reaction is incomplete. Therefore 100 mg (0.70 mmol) 2-pyrrolidin-1-yl-propionic acid in 10 mL THF is added to the reaction mixture (activated for 1 h by stirring with 0.18 mL (1.31 mmol) triethylamine and 269 mg (0.84 mmol) TBTU). The reaction solution is stirred for a further 16 h and diluted with NaHCO3 solution. The aqueous phase is extracted with EtOAc and the organic phase is dried over MgSO4. The solvent is eliminated i.vac. and further purification is carried out by column chromatography on silica gel (EtOAc/MeOH/NH3 8:2:0.2).
後処理
- stirringThe reaction solution is stirred overnight at RT
- stirringThe reaction solution is stirred for a further 16 h
- extractionThe aqueous phase is extracted with EtOAc
- dry with materialthe organic phase is dried over MgSO4
- customand further purification
出典と根拠
- ORDレコード
- ord-8b67ed82214a4cada22524ea0c1a8d74
- 出典データセット
- uspto-grants-2013_12
- 特許番号
- US08618132B2
反応ノート
読み込み中…