Diethyl Ether → 2-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamine

HRID 626681노트

반응식

HRID 626681 반응식
C(OC(=O)[NH:7][C:8]1[C:13]2=[CH:14][N:15]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:24])[N:16]=[C:12]2[CH:11]=[CH:10][N:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(OCC)C>C(Cl)Cl>[Cl:24][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]([F:23])[C:17]=1[N:15]1[CH:14]=[C:13]2[C:8]([NH2:7])=[N:9][CH:10]=[CH:11][C:12]2=[N:16]1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 69671929[2-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester

생성물 1

HCID 696714132-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamine수율 100.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of [2-(2-chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester (137 mg) in DCM (1 mL)) at 0° C. was added TFA (1 mL). The reaction mixture was stirred at room temperature for 1 hour then concentrated under reduced pressure. The resultant residue was partitioned between ethyl acetate and sodium bicarbonate (sat. aq.). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to give a colourless oil. Trituration with diethyl ether gave the title compound as a white solid (100 mg, 91% yield). LCMS (Method C): RT=0.34 min and 1.79 min, m/z: 263 [M+H+].

후처리

  1. concentrationthen concentrated under reduced pressure
  2. customThe resultant residue was partitioned between ethyl acetate and sodium bicarbonate (sat. aq.)
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a colourless oil

출처 및 근거

ORD 기록
ord-7d2bfac45dcc4cd49747cea0c0a5f5f3
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

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