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HCID 68559388、化合物 → 6-Difluoromethyl-2-(3-methoxy-propyl)-nicotinic acid methyl ester

HRID 19997
ノート
印刷プレビュー

反応式

HRID 19997 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 68559388HCID 68559388、化合物HCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8471Triethylamine
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-42fb344170e94a92985abc60d64e31f2
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745495B2

反応ノート

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