Trifluoroacetic acid → 2-(2,6-Dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-ylamine

HRID 626748노트

반응식

HRID 626748 반응식
C(O)(C(F)(F)F)=O.C(OC(=O)[NH:14][C:15]1[C:20]2=[CH:21][N:22]([C:24]3[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:31])[N:23]=[C:19]2[C:18]([F:32])=[CH:17][N:16]=1)(C)(C)C>C(Cl)Cl>[Cl:31][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]([Cl:30])[C:24]=1[N:22]1[CH:21]=[C:20]2[C:15]([NH2:14])=[N:16][CH:17]=[C:18]([F:32])[C:19]2=[N:23]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 69674902[2-(2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester

생성물 1

HCID 696713582-(2,6-Dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-ylamine수율 76.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

TFA (2.0 ml) was added to a mixture of [2-(2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester (390 mg, 1 mmol) in DCM (5 mL) and the reaction mixture was stirred at room temperature for 3.5 h. The volatiles were removed under reduced pressure and the resultant residue was dissolved in DCM and washed with saturated aqueous sodium bicarbonate solution (×2) and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound as an off-white solid (226 mg, 74% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.74 (d, J=3.0 Hz, 1H), 7.82-7.78 (m, 2H), 7.72-7.68 (m, 1H), 7.53 (d, J=4.3 Hz, 1H), 6.86 (br s, 2H).

후처리

  1. customThe volatiles were removed under reduced pressure
  2. dissolutionthe resultant residue was dissolved in DCM
  3. washwashed with saturated aqueous sodium bicarbonate solution (×2) and brine
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f026c94abade42ffabc22e7e6d43a918
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

반응 노트

불러오는 중…