Hydrochloric Acid → (5R)-5-{2-[4-(cyclopropylsulfonyl)phenyl]-2-[6-methoxy-5-(1H-pyrazol-4-yl)pyridin-2-yl]ethyl}pyrrolidin-2-one

HRID 70694노트

반응식

HRID 70694 반응식
Cl.[CH:2]1([S:5]([C:8]2[CH:13]=[CH:12][C:11](/[C:14](/[C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:29]=[N:30][NH:31][CH:32]=4)=[C:24]([O:33][CH3:34])[N:23]=3)=[CH:15]\[C@@H:16]3[NH:20][C:19](=[O:21])[CH2:18][CH2:17]3)=[CH:10][CH:9]=2)(=[O:7])=[O:6])[CH2:4][CH2:3]1.[H][H]>CO.[Pd]>[CH:2]1([S:5]([C:8]2[CH:9]=[CH:10][C:11]([CH:14]([C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:29]=[N:30][NH:31][CH:32]=4)=[C:24]([O:33][CH3:34])[N:23]=3)[CH2:15][C@@H:16]3[NH:20][C:19](=[O:21])[CH2:18][CH2:17]3)=[CH:12][CH:13]=2)(=[O:6])=[O:7])[CH2:4][CH2:3]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 67397195HCID 67397195, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 67400754(5R)-5-{2-[4-(cyclopropylsulfonyl)phenyl]-2-[6-methoxy-5-(1H-pyrazol-4-yl)pyridin-2-yl]ethyl}pyrrolidin-2-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

10% palladium-activated carbon (175 mg) and concentrated hydrochloric acid (1 mL) were added to a solution of (5R)-5-{(E)-2-[4-(cyclopropylsulfonyl)phenyl]-2-[6-methoxy-5-(1H-pyrazol-4-yl)pyridin-2-yl]ethenyl}pyrrolidin-2-one obtained in Example 4-376(1) (175 mg) in methanol (3 mL) in a hydrogen gas stream, and the mixture was stirred at room temperature for five hours. The reaction solution was filtered through celite, and then the solvent was evaporated under reduced pressure. Saturated aqueous sodium bicarbonate was added to the residue, followed by extraction with chloroform. The solvent was evaporated from the organic layer under reduced pressure to give a crude product of (5R)-5-{2-[4-(cyclopropylsulfonyl)phenyl]-2-[6-methoxy-5-(1H-pyrazol-4-yl)pyridin-2-yl]ethyl}pyrrolidin-2-one as a colorless amorphous (129 mg, 73%).

후처리

  1. filtrationThe reaction solution was filtered through celite
  2. customthe solvent was evaporated under reduced pressure
  3. additionSaturated aqueous sodium bicarbonate was added to the residue
  4. extractionfollowed by extraction with chloroform
  5. customThe solvent was evaporated from the organic layer under reduced pressure

출처 및 근거

ORD 기록
ord-90343137b00742e0a4ac3ebcaf3ee417
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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