Trimethylsilyl iodide → HCID 178461812、化合物

HRID 20593ノート

反応式

HRID 20593 の反応式
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]

参加物

5

反応物 2

HCID 85247Trimethylsilyl iodideHCID 178495720HCID 178495720、化合物

生成物 1

HCID 178461812HCID 178461812、化合物収率 82.4%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-20f74b77b8874046b1223d2344295153
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

反応ノート

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