Methanol → 2-Aminocarbonylamino-6-hydroxymethylindole-3-carboxamide

HRID 216636ノート

反応式

HRID 216636 の反応式
CCCCCC.[H-].C([Al+]CC(C)C)C(C)C.[NH2:17][C:18]([NH:20][C:21]1[NH:22][C:23]2[C:28]([C:29]=1[C:30]([NH2:32])=[O:31])=[CH:27][CH:26]=[C:25]([C:33](OC)=[O:34])[CH:24]=2)=[O:19].O.CO>O1CCCC1>[NH2:17][C:18]([NH:20][C:21]1[NH:22][C:23]2[C:28]([C:29]=1[C:30]([NH2:32])=[O:31])=[CH:27][CH:26]=[C:25]([CH2:33][OH:34])[CH:24]=2)=[O:19]

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 21273587HCID 21273587、化合物HCID 249872232-Aminocarbonylamino-6-methoxycarbonylindole-3-carboxamide2 回

生成物 1

HCID 249894282-Aminocarbonylamino-6-hydroxymethylindole-3-carboxamide収率 63%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1.0 M Diisobutylaluminium hydride hexane solution (68 mL, 68 mmol) was added to a solution of 2-aminocarbonylamino-6-methoxycarbonylindole-3-carboxamide (Compound 2-17, 4.0 g, 15 mmol) in anhydrous tetrahydrofuran (50 mL) under ice-cooling, and the mixture was stirred at room temperature for 3.5 hours. Water (2 mL) and methanol (20 mL) were added to the reaction mixture, and the mixture was filtered throught Celite® pad with methanol (200 mL) and 1,4-dioxane (200 mL). After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (10 mL) and dried under reduced pressure to give the title compound (2.3 g) as a yellow solid (yield 63%).

後処理

  1. temperaturecooling
  2. filtrationthe mixture was filtered
  3. customAfter the solvent was evaporated under reduced pressure
  4. washthe resultant solid was washed with diethyl ether (10 mL)
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-0b18e5c88c8f400e9c375085ecdda254
出典データセット
uspto-grants-2012_06
特許番号
US08193237B2

反応ノート

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