Trifluoroacetic acid → 7-(aminocarbonyl)-1H-indole-4-carboxylic acid

HRID 906117ノート

反応式

HRID 906117 の反応式
[C:1]([C:4]1[C:12]2[NH:11][CH:10]=[CH:9][C:8]=2[C:7]([C:13]([O:15]C(C)(C)C)=[O:14])=[CH:6][CH:5]=1)(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[NH2:2][C:1]([C:4]1[C:12]2[NH:11][CH:10]=[CH:9][C:8]=2[C:7]([C:13]([OH:15])=[O:14])=[CH:6][CH:5]=1)=[O:3]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67404011tert-butyl 7-carbamoyl-1H-indole-4-carboxylate

生成物 1

HCID 577483337-(aminocarbonyl)-1H-indole-4-carboxylic acid収率 135.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4: To a solution of tert-butyl 7-carbamoyl-1H-indole-4-carboxylate (0.15 g, 0.58 mmol) in dichloromethane (10 mL) was added trifluoroacetic acid (10 mL), and the mixture was heated to reflux until the starting material was fully consumed. The solvent was evaporated followed by rotary evaporation of the residue from a mixture of ethyl acetate (50 mL) and toluene (50 mL). The procedure was repeated three times and the residue dried in vacuo to obtain 7-(aminocarbonyl)-1H-indole-4-carboxylic acid (0.16 g, 89%). MS (EI) for C10H8N2O3: 205 (MH+).

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux until the starting material
  3. customwas fully consumed
  4. customThe solvent was evaporated
  5. customfollowed by rotary evaporation of the residue from a mixture of ethyl acetate (50 mL) and toluene (50 mL)
  6. customthe residue dried in vacuo

出典と根拠

ORDレコード
ord-c0f20ce342dc47d8a2a5124a0174d299
出典データセット
uspto-grants-2011_09
特許番号
US08012956B2

反応ノート

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