Phenethylamine → 2-Aminocarbonylamino-6-(2-phenylethylaminocarbonyl)indole-3-carboxamide

HRID 216640노트

반응식

HRID 216640 반응식
C(N(CC)C(C)C)(C)C.[CH:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH2:18])=[CH:12][CH:11]=1.[NH2:19][C:20]([NH:22][C:23]1[NH:24][C:25]2[C:30]([C:31]=1[C:32](=[O:34])[NH2:33])=[CH:29][CH:28]=[C:27]([C:35]([OH:37])=O)[CH:26]=2)=[O:21]>CN(C)C=O>[NH2:19][C:20]([NH:22][C:23]1[NH:24][C:25]2[C:30]([C:31]=1[C:32]([NH2:33])=[O:34])=[CH:29][CH:28]=[C:27]([C:35]([NH:18][CH2:17][CH2:16][C:13]1[CH:14]=[CH:15][CH:10]=[CH:11][CH:12]=1)=[O:37])[CH:26]=2)=[O:21]

참가 물질

5

반응물 3

HCID 1001PhenethylamineHCID 81531DiisopropylethylamineHCID 591898752-Aminocarbonylamino-3-carbamoylindole-6-carboxylic acid2회

생성물 1

HCID 591897852-Aminocarbonylamino-6-(2-phenylethylaminocarbonyl)indole-3-carboxamide수율 79.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

N,N-Diisopropylethylamine (0.20 mL, 1.14 mmol) and 2-phenethylamine (48 μL, 0.38 mmol) were added to a solution of 2-aminocarbonylamino-3-carbamoylindole-6-carboxylic acid (Compound 18-1, 0.10 g, 0.38 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N-tetramethyluronium hexafluorophosphate g, 0.38 mmol) in anhydrous N,N-dimethylformamide (4 mL), and the mixture was stirred at room temperature for 2.5 hours. After the reaction mixture was concentrated under reduced pressure, the precipitated solid was washed with saturated sodium hydrogen carbonate aqueous solution (20 mL), water (20 mL), and dried under reduced pressure to give the title compound (0.11 g) as a slightly yellow solid (yield 77%).

후처리

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure
  2. washthe precipitated solid was washed with saturated sodium hydrogen carbonate aqueous solution (20 mL), water (20 mL)
  3. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-a98e8728cda940329ed17534d7503369
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193237B2

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