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

HRID 2180003노트

반응식

HRID 2180003 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-877cadd0ccdc405a968840911b6e2b28
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06887875B2

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