반응식
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.C([Li])CCC.[F:12][C:13]1[CH:34]=[CH:33][C:16]([CH2:17][N:18]2[C:26]3[C:21](=[CH:22][C:23]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:24][CH:25]=3)[CH:20]=[C:19]2[CH:31]=[O:32])=[CH:15][CH:14]=1.[Cl-].[NH4+]>CCCCCC.O1CCCC1>[F:12][C:13]1[CH:34]=[CH:33][C:16]([CH2:17][N:18]2[C:26]3[C:21](=[CH:22][C:23]([S:27]([CH3:30])(=[O:28])=[O:29])=[CH:24][CH:25]=3)[CH:20]=[C:19]2[CH:31]([C:2]2[S:3][CH:4]=[CH:5][N:6]=2)[OH:32])=[CH:15][CH:14]=1참가 물질
반응물 4
생성물 1
시약·촉매·용매 2
실험 절차
To a mixture of 2-bromothiazole (123 mg) and tetrahydrofuran (3.5 ml), 1.61 M n-butyl lithium solution in hexane (0.51 ml) was added at −78° C. and the mixture was stirred for 30 minutes, followed by addition of a solution of 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carbaldehyde (50 mg) obtained in Example 27 (4) in tetrahydrofuran (3.5 ml) at the same temperature, and the mixture was stirred as such for 30 minutes. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, extracted with chloroform, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel preparative thin-layer chromatography (hexane:ethyl acetate=1:1) to obtain 18 mg of the desired product as a yellow oil.
후처리
- additionwas added at −78° C.
- stirringthe mixture was stirred as such for 30 minutes
- extractionextracted with chloroform
- washwashed with water
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
출처 및 근거
- ORD 기록
- ord-a1f24ac8428a4affa5a6823a6e025d62
- 출처 데이터셋
- uspto-grants-2009_11
- 특허 번호
- US07612070B2
연결된 노트
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