2,3-Dichloro-6-fluorobenzaldehyde → 3-Methyl 5-(1-methylethyl) 4-(2,3-dichloro-6-fluorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

HRID 1789014

반응식

HRID 1789014 반응식
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=O.[F:12][CH2:13][C:14](=O)[CH2:15][C:16]([O:18][CH3:19])=[O:17].[NH2:21][C:22]([CH3:30])=[CH:23][C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25]>>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH:4]1[C:23]([C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25])=[C:22]([CH3:30])[NH:21][C:14]([CH2:13][F:12])=[C:15]1[C:16]([O:18][CH3:19])=[O:17]

참가 물질

4

반응물 3

HCID 32600622,3-Dichloro-6-fluorobenzaldehydeHCID 3271821Isopropyl3-aminocrotonateHCID 14170515Methyl 4-fluoro-3-oxobutanoate

생성물 1

HCID 700894703-Methyl 5-(1-methylethyl) 4-(2,3-dichloro-6-fluorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate수율 33.8%

실험 절차

2,3-Dichloro-6-fluorobenzaldehyde (1.44 g, 7.5 mmoles), methyl 4-fluoro-3-oxobutanoate (1.0 g, 7.5 mmoles) and 1-methylethyl 3-amino-2-butenoate (1.06 g, 7.5 mmoles) were heated at 90° under nitrogen with stirring for 2.5 hours. The cooled reaction mixture was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures. The title compound (1.1 g) was obtained by crystallisation from a petroleum ether (60°-80°)/2-propanol mixture mp 129°-31°.

후처리

  1. customThe cooled reaction mixture
  2. customwas chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures

출처 및 근거

ORD 기록
ord-e30d54292b834134a4f513af2cb9a96d
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04686217

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