Dimethylformamide → 3-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine

HRID 1920513노트

반응식

HRID 1920513 반응식
[NH2:1][C:2]1[C:3]([CH3:18])=[CH:4][C:5]([O:8][CH:9]([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])=[N:6][CH:7]=1.CN(C)C=O.[Cl:24]N1C(=O)CCC1=O>O>[NH2:1][C:2]1[C:7]([Cl:24])=[N:6][C:5]([O:8][CH:9]([C:10]([F:11])([F:12])[F:13])[C:14]([F:17])([F:15])[F:16])=[CH:4][C:3]=1[CH3:18]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 31398ChlorosuccinimideHCID 860624455-Amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine

생성물 1

HCID 231500063-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine수율 44.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.0 g of 5-amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyri dine was introduced to 10 ml of N,N-dimethyl formamide, and 0.56 g of N-chlorosuccinimide was added at room temperature. The temperature was elevated to 60° C., and the mixture was stirred for 1 hour and poured into water. The mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and thus obtained residue was purified by silica gel column chromatography (eluent:hexane:ethyl acetate=10:1) to give 0.50 g (yield 44%) of the title compound as a brown oil.

후처리

  1. additionwas added at room temperature
  2. customwas elevated to 60° C.
  3. extractionThe mixture was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure, and thus obtained residue
  6. customwas purified by silica gel column chromatography (eluent:hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-64e23db0ba1e44f6bf92d296d47a5138
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168825B2

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