Trifluoroacetic acid → 2-[(3R*,4S*)-1-{[2-Chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid

HRID 446017노트

반응식

HRID 446017 반응식
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[C:10]=1[CH2:19][N:20]1[CH2:24][C@@H:23]([CH3:25])[C@@:22]([CH2:42][C:43]([O:45]C(C)(C)C)=[O:44])([C:26](=[O:41])[NH:27][CH:28]2[CH2:33][CH2:32][N:31]([CH2:34][C:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH:36]=3)[CH2:30][CH2:29]2)[CH2:21]1>ClCCl>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:16])([F:18])[F:17])[C:10]=1[CH2:19][N:20]1[CH2:24][C@@H:23]([CH3:25])[C@@:22]([CH2:42][C:43]([OH:45])=[O:44])([C:26](=[O:41])[NH:27][CH:28]2[CH2:33][CH2:32][N:31]([CH2:34][C:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH:36]=3)[CH2:30][CH2:29]2)[CH2:21]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 71293811tert-Butyl 2-[(3R*,4S*)-1-{[2-chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetate

생성물 1

HCID 712936432-[(3R*,4S*)-1-{[2-Chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid수율 67%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (1.5 ml, 20.3 mmol) was added to a solution of tert-butyl 2-[(3R*,4S*)-1-{[2-chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetate obtained in Example 4i (353 mg, 0.577 mmol) in dichloromethane (400 μl), which was stirred at mom temperature for two hours. The reaction mixture was concentrated under reduced pressure and purified by ODS column chromatography (elution solvent: methanol/water) to give the title compound (215 mg, yield 67%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. custompurified by ODS column chromatography (elution solvent: methanol/water)

출처 및 근거

ORD 기록
ord-94461e98f0084997baa80e4aff7eee8f
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476301B2

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