반응식
[Li+].C[Si]([N-:6][Si](C)(C)C)(C)C.N1(CCO[C:20]2[CH:34]=[CH:33][C:23]3[N:24]=[C:25]([CH2:27][C:28]([O:30]CC)=O)[NH:26][C:22]=3[CH:21]=2)CCOCC1.[NH2:35][C:36]1[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][C:37]=1[C:43]#[N:44].[CH2:45]1[CH2:49][O:48][CH2:47][CH2:46]1>>[Cl:42][C:39]1[CH:40]=[CH:41][C:36]([NH:35][C:28](=[O:30])[CH2:27][C:25]2[NH:26][C:22]3[CH:21]=[C:20]([N:6]4[CH2:45][CH2:49][O:48][CH2:47][CH2:46]4)[CH:34]=[CH:33][C:23]=3[N:24]=2)=[C:37]([C:43]#[N:44])[CH:38]=1참가 물질
5
반응 조건
- 온도
- 23 °C
실험 절차
LiHMDS (2.5 eq) was added to ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate (1.0 eq) in THF at −78° C. After 1 hour, 2-amino-5-chlorobenzenecarbonitrile (0.82 eq) in THF was added. The reaction was allowed to warm to 23° C. and stirred overnight. The resulting mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to give the desired product. LC/MS m/z 396.1 (MH+), Rf 1.79 minutes.
후처리
- customThe resulting mixture was quenched with NH4Cl (aqueous saturated solution)
- extractionextracted with EtOAc
- washThe combined organic layers were washed with H2O and brine
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated in vacuo
- customto yield a brown solid
- customThe crude material was purified by silica gel chromatography (5:1 EtOAc:hexane)
출처 및 근거
- ORD 기록
- ord-31fb1ab8829c49f191a7f1634835eb16
- 출처 데이터셋
- uspto-grants-2003_08
- 특허 번호
- US06605617B2
연결된 노트
불러오는 중…