2,3-Dichlorobenzaldehyde → 5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

HRID 1789010노트

반응식

HRID 1789010 반응식
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[F:11][CH2:12][C:13](=O)[CH2:14][C:15]([O:17][CH3:18])=[O:16].[NH2:20][C:21]([CH3:31])=[CH:22][C:23]([O:25][CH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)=[O:24]>C(OCC)(=O)C>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[C:22]([C:23]([O:25][CH:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:24])=[C:21]([CH3:31])[NH:20][C:13]([CH2:12][F:11])=[C:14]1[C:15]([O:17][CH3:18])=[O:16]

참가 물질

5

반응물 3

HCID 357452,3-DichlorobenzaldehydeHCID 14170515Methyl 4-fluoro-3-oxobutanoateHCID 66992092Cyclopentyl 3-aminobut-2-enoate

생성물 1

HCID 700905275-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate수율 28.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2,3-Dichlorobenzaldehyde (1.31 g, 7.5 mmoles), methyl 4-fluoro-3-oxobutanoate (1.0 g, 7.5 mmoles) and cyclopentyl 3-amino-2-butenoate (1.26 g, 7.5 mmoles) were heated at 90° with stirring under nitrogen for 2.5 hours. The reaction mixture was dissolved in ethyl acetate, dried (MgSO4) and the solvent was removed in vacuo. The residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures. The title compound (0.95 g) was obtained after crystallisation from petroleum ether (60°-80) mp 148°-50°.

후처리

  1. dry with materialdried (MgSO4)
  2. customthe solvent was removed in vacuo
  3. customThe residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures

출처 및 근거

ORD 기록
ord-5099b83648494d408f4009e510dc0900
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04686217

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