Trimethylsilyl iodide → HCID 178461812, 화합물

HRID 20593노트

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HRID 20593 반응식
C[Si](I)(C)C.C[O:7][CH2:8][C@H:9]([CH3:38])[O:10][C:11]1[CH:12]=[C:13]([CH:23]=[C:24]([O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:37]=[CH:36][NH:35][N:34]=3)=[CH:29][CH:28]=2)[CH:25]=1)[C:14]([NH:16][C:17]1[CH:21]=[CH:20][N:19]([CH3:22])[N:18]=1)=[O:15]>C(#N)C.C(OCC)(=O)C>[OH:7][CH2:8][C@H:9]([CH3:38])[O:10][C:11]1[CH:12]=[C:13]([CH:23]=[C:24]([O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:37]=[CH:36][NH:35][N:34]=3)=[CH:29][CH:28]=2)[CH:25]=1)[C:14]([NH:16][C:17]1[CH:21]=[CH:20][N:19]([CH3:22])[N:18]=1)=[O:15]

참가 물질

5

반응물 2

HCID 85247Trimethylsilyl iodideHCID 178495720HCID 178495720, 화합물

생성물 1

HCID 178461812HCID 178461812, 화합물수율 82.4%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

Trimethylsilyl iodide (0.080 mL, 0.559 mmol) was added to a solution of 3-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)-5-[4-(1H-pyrazol-3-yl)phenoxy]benzamide (50 mg, 0.112 mmol) in acetonitrile (2 mL) and the reaction mixture allowed to stir at RT for 18 hours. The reaction was diluted with ethyl acetate (15 mL) and quenched by the addition of saturated aqueous sodium bicarbonate solution (20 mL). The organic phase was washed with saturated aqueous thiosulphate solution (20 mL) and dried (MgSO4). The volatiles were removed under reduced pressure and the resulting oil purified by chromatography on silica, eluting with 0-100% ethyl acetate in iso-hexane, to give the title compound as a colourless solid (40 mg).

후처리

  1. customquenched by the addition of saturated aqueous sodium bicarbonate solution (20 mL)
  2. washThe organic phase was washed with saturated aqueous thiosulphate solution (20 mL)
  3. dry with materialdried (MgSO4)
  4. customThe volatiles were removed under reduced pressure
  5. customthe resulting oil purified by chromatography on silica
  6. washeluting with 0-100% ethyl acetate in iso-hexane

출처 및 근거

ORD 기록
ord-20f74b77b8874046b1223d2344295153
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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