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

HRID 216636노트

반응식

HRID 216636 반응식
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]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 21273587HCID 21273587, 화합물HCID 249872232-Aminocarbonylamino-6-methoxycarbonylindole-3-carboxamide2회

생성물 1

HCID 249894282-Aminocarbonylamino-6-hydroxymethylindole-3-carboxamide수율 63%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0b18e5c88c8f400e9c375085ecdda254
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193237B2

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