반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N:3]=1.Br[C:10]1[CH:34]=[CH:33][C:13]([CH2:14][C:15]([C:17]2[N:18]([S:27]([N:30]([CH3:32])[CH3:31])(=[O:29])=[O:28])[CH:19]=[C:20]([CH2:22][C:23]([CH3:26])([CH3:25])[CH3:24])[N:21]=2)=[CH2:16])=[CH:12][CH:11]=1.[SnH4]>COCCOC.C(OCC)(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:24][C:23]([CH3:26])([CH3:25])[CH2:22][C:20]1[N:21]=[C:17]([C:15]([CH2:14][C:13]2[CH:12]=[CH:11][C:10]([C:2]3[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N:3]=3)=[CH:34][CH:33]=2)=[CH2:16])[N:18]([S:27]([N:30]([CH3:32])[CH3:31])(=[O:29])=[O:28])[CH:19]=1참가 물질
7
반응물 3
생성물 1
시약·촉매·용매 3
반응 조건
- 온도
- 90 °C
실험 절차
Pd(PPh3)4 (196 mg) was added to a solution of 2-bromo-5-fluoropyridine in DME (10 mL) at ambient temperature. After heating at 90° C. overnight the reaction mixture was cooled. 2-[1-(4-bromobenzyl)vinyl]-4-(2,2-dimethylpropyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide (110 mg) was added to the stannane solution followed by Pd(PPh3)4 (100 mg). After stirring at 95° C. overnight, the reaction mixture was cooled, diluted with ethyl acetate and washed with water. The organic phase was dried (sodium sulfate) and concentrated. Chromatography of the resulting crude product over silica eluting with 0-50% ethyl acetate/hexanes afforded 4-(2,2-dimethylpropyl)-2-{1-[4-(5-fluoropyridin-2-yl)benzyl]vinyl}-N,N-dimethyl-1H-imidazole-1-sulfonamide.
후처리
- temperaturewas cooled
- temperaturethe reaction mixture was cooled
- washwashed with water
- dry with materialThe organic phase was dried (sodium sulfate)
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-6057f7179c1c4696909845307f399c60
- 출처 데이터셋
- uspto-grants-2012_01
- 특허 번호
- US08106070B2
연결된 노트
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