Methanesulfonyl chloride → 2-{(3R,5R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]-2-oxopyrrolidin-3-yl}ethyl methanesulfonate

HRID 1972250노트

반응식

HRID 1972250 반응식
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[C@@H:17]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=4)[CH2:16][C@H:15]([CH2:28][CH2:29][OH:30])[C:14]3=[O:31])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>C(Cl)Cl>[CH3:34][S:35]([O:30][CH2:29][CH2:28][C@H:15]1[CH2:16][C@H:17]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:27])[F:25])[CH:19]=2)[N:13]([C:10]2[CH:9]=[CH:8][C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:33][CH:32]=3)=[CH:12][CH:11]=2)[C:14]1=[O:31])(=[O:37])=[O:36]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 59485589(3R,5R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]-3-(2-hydroxyethyl)pyrrolidin-2-one

생성물 1

HCID 594857832-{(3R,5R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]-2-oxopyrrolidin-3-yl}ethyl methanesulfonate수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (3R,5R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]-3-(2-hydroxyethyl)pyrrolidin-2-one (50 mg, 0.105 mmol) in DCM (2 mL) at 0° C. is added MsCl (26 μL) and TEA (50 μL). The reaction mixture is stirred at room temperature for 45 min before removal of the solvent. The residue is purified on silica gel (0-50% ethyl acetate in hexane) to give 2-{(3R,5R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]-2-oxopyrrolidin-3-yl}ethyl methanesulfonate (54.3 mg, 93%) as a colorless oil.

후처리

  1. customThe residue is purified on silica gel (0-50% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-fe399ee10bdf43318a4f74ea0f991fab
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431607B2

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