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

HRID 1354244노트

반응식

HRID 1354244 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-c2d0c0660251411b9a67400e5a632fb4
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223778B2

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