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 445997ノート

反応式

HRID 445997 の反応式
[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

参加物

4

反応物 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

生成物 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 acid収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-a7527004dc5a4399ad077243593d151e
出典データセット
uspto-grants-2013_07
特許番号
US08476301B2

反応ノート

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