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Potassium Carbonate → Methyl 5-(2,2,2-trifluoroethoxy)pyridine-2-carboxylate

HRID 509603
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반응식

HRID 509603 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][N:6]=1)=[O:4].[F:12][C:13]([F:21])([F:20])[CH2:14]OS(C)(=O)=O.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:14][C:13]([F:21])([F:20])[F:12])=[CH:7][N:6]=1)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 5565652,2,2-Trifluoroethyl MethanesulfonateHCID 4715126Methyl 5-hydroxypyridine-2-carboxylate

생성물 1

HCID 57475873Methyl 5-(2,2,2-trifluoroethoxy)pyridine-2-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 5-Hydroxy-pyridine-2-carboxylic acid methyl ester 2 (0.5 g, 3.26 mmol), methanesulfonic acid 2,2,2-trifluoro-ethyl ester (1.0 g, 5.34 mmol) and K2CO3 (1.4 g, 9.8 mmol) in acetonitrile (50 mL) was stirred overnight. The solid was filtered off and the filtrate was concentrated. The residue was purified by column chromatography (eluting with hexane and ethyl acetate 1:1) to afford 5-(2,2,2-Trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester 3 as a white solid. Yield: 0.437 g, 57.1%.

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후처리

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by column chromatography (eluting with hexane and ethyl acetate 1:1)

출처 및 근거

ORD 기록
ord-5453deb679c446b0a23e3b94f3fee7b5
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096587B2

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