Methylamine → trans-6-(2,5-Difluorophenyl)-1-methyl-5-nitropiperidin-2-one

HRID 241566

반응식

HRID 241566 반응식
[F:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH:4]=O.[N+:11]([CH2:14][CH2:15][CH2:16][C:17]([O:19]C)=O)([O-:13])=[O:12].[CH3:21][NH2:22]>C(O)C>[F:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C@@H:4]1[N:22]([CH3:21])[C:17](=[O:19])[CH2:16][CH2:15][C@H:14]1[N+:11]([O-:13])=[O:12]

참가 물질

5

반응물 3

HCID 6329MethylamineHCID 25604Methyl 4-nitrobutyrateHCID 1376632,5-Difluorobenzaldehyde

생성물 1

HCID 67389784trans-6-(2,5-Difluorophenyl)-1-methyl-5-nitropiperidin-2-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2,5-difluorobenzaldehyde (0.765 mL, 7.04 mmol) in ethanol (15 mL) were added methyl 4-nitrobutyrate (0.901 mL, 7.04 mmol) and methylamine (7.04 mL, 14.07 mmol). The mixture was heated at reflux temperature overnight. After evaporation, the residue was purified by column chromatography (silica gel Biotage 40M) eluting with ethyl acetate/hexane (gradient from 40% to 60%) to give the title compound as the racemic trans isomer. LC-MS: 271.05 (M+1).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux temperature overnight
  3. customAfter evaporation
  4. customthe residue was purified by column chromatography (silica gel Biotage 40M)
  5. washeluting with ethyl acetate/hexane (gradient from 40% to 60%)

출처 및 근거

ORD 기록
ord-1e31ca7127cd4dd08659570443fd9ba5
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653059B2

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