반응식
C(=O)([O-])[O-].[K+].[K+].Br[C:8]1[CH:9]=[N:10][C:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[O:24])[CH:21]=3)[C:16]([S:31]([CH3:33])=[O:32])=[CH:15]2)=[N:12][CH:13]=1.[F:34][C:35]1[CH:40]=[CH:39][C:38]([O:41][CH2:42][CH3:43])=[CH:37][C:36]=1B(O)O>C(O)(CC)(C)C.O>[CH2:42]([O:41][C:38]1[CH:37]=[CH:36][C:35]([F:34])=[C:40]([C:8]2[CH:9]=[N:10][C:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([C:23]([N:25]5[CH2:30][CH2:29][O:28][CH2:27][CH2:26]5)=[O:24])[CH:21]=4)[C:16]([S:31]([CH3:33])=[O:32])=[CH:15]3)=[N:12][CH:13]=2)[CH:39]=1)[CH3:43]참가 물질
6
반응물 3
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 90 °C
실험 절차
Potassium carbonate (0.185 g, 1.34 mmol) and (Ataphos)2PdCl2 (0.032 g, 0.044 mmol) were added under an argon atmosphere to a solution of (1-(5-bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone (0.2 g, 0.445 mmol) and 2-fluoro-5-ethoxyphenylboronic acid (0.165 g, 0.89 mmol) in tert-amylalcohol (8.0 mL) and water (0.8 mL). The reaction mixture was stirred at 90° C. for 4 h, then cooled to ambient temperatures and filtered over celite. The filtrate was concentrated and the residue purified by flash column chromatography [silica; dichloromethane with 2% methanol]. White solid. Yield: 0.14 g (62% of theory)
후처리
- temperaturecooled to ambient temperatures
- filtrationfiltered over celite
- concentrationThe filtrate was concentrated
- customthe residue purified by flash column chromatography [silica; dichloromethane with 2% methanol]
출처 및 근거
- ORD 기록
- ord-ca89d940355443719bba7dae908d69f2
- 출처 데이터셋
- uspto-grants-2016_04
- 특허 번호
- US09315490B2
연결된 노트
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