Trifluoroacetic acid → (5R)-5-[(5-Chloro-6-methoxypyridin-2-yl)ethynyl]pyrrolidin-2-one

HRID 70536노트

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HRID 70536 반응식
FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([C:25]#[C:26][C@@H:27]2[N:31](CC3C=CC(OC)=CC=3OC)[C:30](=[O:43])[CH2:29][CH2:28]2)=[N:21][C:22]=1[O:23][CH3:24]>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([C:25]#[C:26][C@@H:27]2[NH:31][C:30](=[O:43])[CH2:29][CH2:28]2)=[N:21][C:22]=1[O:23][CH3:24]

참가 물질

4

반응물 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 58452822(5R)-5-[(5-Chloro-6-methoxypyridin-2-yl)ethynyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one

생성물 1

HCID 58452568(5R)-5-[(5-Chloro-6-methoxypyridin-2-yl)ethynyl]pyrrolidin-2-one수율 82%

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온도
80 °C

실험 절차

Trifluoroacetic acid (4 mL) and anisole (2 mL) were added to (5R)-5-[(5-chloro-6-methoxypyridin-2-yl)ethynyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one (457 mg), and the mixture was stirred at 80° C. for two hours. The reaction solution was concentrated, and the residue was diluted with chloroform, washed with saturated aqueous sodium bicarbonate and brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→0:1) to give the title compound as a colorless oil (234 mg, 82%).

후처리

  1. concentrationThe reaction solution was concentrated
  2. additionthe residue was diluted with chloroform
  3. washwashed with saturated aqueous sodium bicarbonate and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→0:1)

출처 및 근거

ORD 기록
ord-f892af96d00c421e9e067aca38e9ec4c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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