Ammonia → 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl methyl 2,6-dimethyl-4-(3-chloro-2-fluorophenyl)-1,4-dihydropyridine 3,5-dicarboxylate

HRID 483207노트

반응식

HRID 483207 반응식
[Cl:1][C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:11][O:12][C:13](=[O:18])[CH2:14][C:15]([CH3:17])=O.[NH2:19]/[C:20](/[CH3:39])=[CH:21]\[C:22]([O:24][CH2:25][C:26]([CH3:38])([CH3:37])[CH2:27][N:28]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH3:29])=[O:23].N>>[CH3:39][C:20]1[NH:19][C:15]([CH3:17])=[C:14]([C:13]([O:12][CH3:11])=[O:18])[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[C:3]=2[F:10])[C:21]=1[C:22]([O:24][CH2:25][C:26]([CH3:38])([CH3:37])[CH2:27][N:28]([CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH3:29])=[O:23]

참가 물질

5

반응물 4

HCID 222AmmoniaHCID 7757Methyl acetoacetateHCID 7363353-Chloro-2-fluorobenzaldehydeHCID 13504496HCID 13504496, 화합물

생성물 1

HCID 103696763-(N-benzyl-N-methylamino)-2,2-dimethylpropyl methyl 2,6-dimethyl-4-(3-chloro-2-fluorophenyl)-1,4-dihydropyridine 3,5-dicarboxylate

실험 절차

To a solution of 158.5 mg of 3-chloro-2-fluorobenzaldehyde and 116 mg of methylacetoacetate in 1 ml of 2-pranol was added 291 mg of 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl 3-aminocrotonate. To the mixture was added 0.1 ml of concentrated aqueous ammonia. The resulting maxture was refluxed for 9 hours. The solvent was distilled off under reduced pressure. The residue was chromatographed over silica gel to give the desired compound (156) with the identical physical properties to those of the compound in the Example 18-(i).

후처리

  1. temperatureThe resulting maxture was refluxed for 9 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. customThe residue was chromatographed over silica gel

출처 및 근거

ORD 기록
ord-e5592e0de6b54522b7d3038ff4a4ce76
출처 데이터셋
uspto-grants-1986_03
특허 번호
US04578395

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