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HCID 68559388, 화합물 → 6-Difluoromethyl-2-(3-methoxy-propyl)-nicotinic acid methyl ester

HRID 19997
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HRID 19997 반응식
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([C:10](Cl)([F:12])[F:11])=[N:6][C:5]=1[CH2:14][CH2:15][CH2:16][O:17][CH3:18].[H][H]>CO.C(N(CC)CC)C.[Pd]>[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([F:11])[F:12])=[N:6][C:5]=1[CH2:14][CH2:15][CH2:16][O:17][CH3:18]
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참가 물질

6

반응물 2

HCID 68559388HCID 68559388, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 685607376-Difluoromethyl-2-(3-methoxy-propyl)-nicotinic acid methyl ester수율 113.4%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8471Triethylamine
용매

실험 절차

A solution of 194 g of 6-(Chloro-difluoro-methyl)-2-(3-methoxy-propyl)-nicotinic acid methyl ester (prepared according to WO 04/078729) in methanol (ca. 2 liter) and triethylamine (100 ml) is hydrogenated at 1 Atm hydrogen pressure in the presence of 2 g of 5% palladium supported on carbon. After completion of the reduction the reaction mixture is filtered through hyflo, and the filtrate diluted with water and the water/methanol mixture then extracted with ethyl acetate. The combined ethyl acetate extracts are washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate and then concentrated in vacuo to give 194.2 g 6-Difluoromethyl-2-(3-methoxy-propyl)-nicotinic acid methyl ester as a pale coloured oil.

후처리

  1. filtrationAfter completion of the reduction the reaction mixture is filtered through hyflo
  2. additionthe filtrate diluted with water
  3. extractionthe water/methanol mixture then extracted with ethyl acetate
  4. washThe combined ethyl acetate extracts are washed with saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-42fb344170e94a92985abc60d64e31f2
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745495B2

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