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

HRID 445997노트

반응식

HRID 445997 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[CH2:12][N:13]1[CH2:17][C@@H:16]([CH3:18])[C@@:15]([CH2:34][C:35]([O:37]C(C)(C)C)=[O:36])([C:19](=[O:33])[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH:28]([F:32])[CH2:29][CH2:30][CH3:31])[CH2:23][CH2:22]2)[CH2:14]1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:9])[F:10])[C:3]=1[CH2:12][N:13]1[CH2:17][C@@H:16]([CH3:18])[C@@:15]([CH2:34][C:35]([OH:37])=[O:36])([C:19](=[O:33])[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH:28]([F:32])[CH2:29][CH2:30][CH3:31])[CH2:23][CH2:22]2)[CH2:14]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 71293836tert-butyl 2-[(3R*,4S*)-1-{[2-chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(2-fluoropentyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetate

생성물 1

HCID 712936512-[(3R*,4S*)-1-{[2-chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(2-fluoropentyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid수율 88%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of the chiral form of tert-butyl 2-[(3R*,4S*)-1-{[2-chloro-6-(trifluoromethyl)phenyl]methyl}-3-{[1-(2-fluoropentyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetate obtained in Example 1l (153 mg, 0.252 mmol), trifluoroacetic acid (2 ml, 26.9 mmol) and dichloromethane (dehydrated) (2 ml) was stirred at mom temperature for two hours and 35 minutes. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (ODS silica gel, elution solvent: water/methanol) to give the title compound (122 mg, yield 88%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting residue was purified by silica gel column chromatography (ODS silica gel, elution solvent: water/methanol)

출처 및 근거

ORD 기록
ord-a7527004dc5a4399ad077243593d151e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476301B2

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