Butyryl chloride → N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide

HRID 2180003ノート

反応式

HRID 2180003 の反応式
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[CH3:7][O:8][C:9]1[C:14]([NH2:15])=[CH:13][C:12]([CH3:16])=[C:11]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][C:18]=2[O:28][CH3:29])[N:10]=1.C(N(C(C)C)CC)(C)C.CCOC(C)=O>C(Cl)Cl>[CH3:7][O:8][C:9]1[C:14]([NH:15][C:1](=[O:5])[CH2:2][CH2:3][CH3:4])=[CH:13][C:12]([CH3:16])=[C:11]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([F:26])([F:27])[F:25])=[CH:19][C:18]=2[O:28][CH3:29])[N:10]=1

参加物

6

反応物 4

HCID 8855Butyryl chlorideHCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 224900462-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine

生成物 1

HCID 22490068N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Butyryl chloride (0.174 ml, 1.675 mmol) is added to a solution of 2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine (0.5 g, 1.523 mmol) and diisopropylethylamine (0.32 ml, 1.83 mmol) in CH2Cl2 (10 ml) at room temperature. The mixture is stirred at room temperature for 30 minutes. EtOAc (50 ml) is added and the mixture is washed with 1 N NaOH and brine. After drying over Na2SO4, the solvent is removed under reduced pressure. The residue is purified by flash column chromatography (hexane/EtOAc=4:1) to give N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide. Rf (hexane/EtOAc=4:1)=0.46.

後処理

  1. washthe mixture is washed with 1 N 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-877cadd0ccdc405a968840911b6e2b28
出典データセット
uspto-grants-2005_05
特許番号
US06887875B2

反応ノート

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