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Trifluoroacetic acid → (5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one

HRID 70628
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인쇄 미리보기

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HRID 70628 반응식
FC(F)(F)C(O)=O.[CH:8]1([C:11]2[CH:12]=[CH:13][C:14]([CH:19]([C:34]3[CH:39]=[CH:38][C:37]([CH:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=3)[CH2:20][C@H:21]3[CH2:25][CH2:24][C:23](=[O:26])[N:22]3C(OC(C)(C)C)=O)=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:8]1([C:11]2[CH:12]=[CH:13][C:14]([CH:19]([C:34]3[CH:39]=[CH:38][C:37]([CH:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=3)[CH2:20][C@@H:21]3[NH:22][C:23](=[O:26])[CH2:24][CH2:25]3)=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 67401184tert-butyl (2R)-2-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}-5-oxopyrrolidine-1-carboxylate

생성물 1

HCID 67396303(5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one수율 105.8%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Trifluoroacetic acid (1 mL) was added to a solution of tert-butyl (2R)-2-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}-5-oxopyrrolidine-1-carboxylate (211 mg) in methylene chloride (2 mL) under ice-cooling, and the mixture was stirred under ice-cooling for 75 minutes. Saturated aqueous sodium bicarbonate was added to the reaction solution, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure to give (5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one (176.5 mg, quant.).

후처리

  1. temperaturecooling
  2. temperaturecooling for 75 minutes
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customafter which the solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-02a9456d80f2415a92909581fb229e55
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822503B2

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