Dichloromethane → HCID 69286296、化合物

反応式

BrC[C:3](Cl)=[O:4].[C:6]([NH:10][C:11]([C:13]1[S:33][C:16]2[N:17]=[C:18]([C:28]3[S:29][CH:30]=[CH:31][CH:32]=3)[N:19]=[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([NH2:27])[CH:22]=3)[C:15]=2[C:14]=1[NH2:34])=[O:12])([CH3:9])([CH3:8])[CH3:7].CCN(C(C)C)C(C)C.[CH2:44]([Cl:46])Cl>>[C:6]([NH:10][C:11]([C:13]1[S:33][C:16]2[N:17]=[C:18]([C:28]3[S:29][CH:30]=[CH:31][CH:32]=3)[N:19]=[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([NH:27][C:3](=[O:4])[CH2:44][Cl:46])[CH:22]=3)[C:15]=2[C:14]=1[NH2:34])=[O:12])([CH3:9])([CH3:7])[CH3:8]

参加物

反応物 4

HCID 6344Dichloromethane2 回

HCID 81531Diisopropylethylamine

HCID 89602Bromoacetyl chloride

HCID 69284084HCID 69284084、化合物

生成物 1

HCID 69286296HCID 69286296、化合物

実験手順

Bromoacetyl chloride (2.40 ml) was added to a solution of tert-butyl 5-amino-4-(3-aminophenyl)-2-(2-thienyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 14(g), 5.0 g) and DIPEA (10.5 ml) in DCM (50 ml). After 3 h at room temperature, the mixture was diluted with DCM, washed with sat. aq. NaHCO3, dried (MgSO4) and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel using heptane/EtOAc=3/2 (v/v) as eluent. A mixture of tert-butyl 5-amino-4-(3-(2-bromoacetamido)-phenyl)-2-(2-thienyl)-thieno[2,3-d]pyrimidine-6-carboxamide and tert-butyl 5-amino-4-(3-(2-chloroacetamido)-phenyl)-2-(2-thienyl)-thieno[2,3-d]pyrimidine-6-carboxamide was obtained.