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

HRID 906117노트

반응식

HRID 906117 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-c0f20ce342dc47d8a2a5124a0174d299
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012956B2

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