Propionyl chloride → N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxyphenyl)-5-methyl-pyridin-3-yl]-propionamide

HRID 1354244ノート

反応式

HRID 1354244 の反応式
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[CH3:6][O:7][C:8]1[C:13]([NH2:14])=[CH:12][C:11]([CH3:15])=[C:10]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][C:17]=2[O:27][CH3:28])[N:9]=1.C(N(C(C)C)CC)(C)C>C(Cl)Cl.CCOC(C)=O>[CH3:6][O:7][C:8]1[C:13]([NH:14][C:1](=[O:4])[CH2:2][CH3:3])=[CH:12][C:11]([CH3:15])=[C:10]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([F:25])([F:26])[F:24])=[CH:18][C:17]=2[O:27][CH3:28])[N:9]=1

参加物

6

反応物 3

HCID 62324Propionyl chlorideHCID 81531DiisopropylethylamineHCID 224900462-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine

生成物 1

HCID 21104864N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxyphenyl)-5-methyl-pyridin-3-yl]-propionamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Propionyl chloride (0.058 ml, 0.67 mmol) is added to a solution of 2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine (0.2 g, 0.61 mmol) and diisopropylethylamine (0.13 ml, 0.73 mmol) in CH2Cl2 (1.5 ml) at room temperature. The mixture is kept at room temperature for 3 hours, and is then diluted with EtOAc The mixture is washed with 1N NaOH and brine. After drying over Na2SO4, the solvent is removed under reduced pressure and the residue is purified by flash column chromatography (hexane/EtOAc=4:1) to give the N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-propionamide. Rf (hexane/EtOAc=4:1)=0.2.

後処理

  1. washis washed with 1N NaOH and brine
  2. dry with materialAfter drying over Na2SO4
  3. customthe solvent is removed under reduced pressure
  4. customthe residue is purified by flash column chromatography (hexane/EtOAc=4:1)

出典と根拠

ORDレコード
ord-c2d0c0660251411b9a67400e5a632fb4
出典データセット
uspto-grants-2007_05
特許番号
US07223778B2

反応ノート

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