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

HRID 216640ノート

反応式

HRID 216640 の反応式
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]

参加物

5

反応物 3

HCID 1001PhenethylamineHCID 81531DiisopropylethylamineHCID 591898752-Aminocarbonylamino-3-carbamoylindole-6-carboxylic acid2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a98e8728cda940329ed17534d7503369
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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