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 483207ノート

反応式

HRID 483207 の反応式
[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]

参加物

5

反応物 4

HCID 222AmmoniaHCID 7757Methyl acetoacetateHCID 7363353-Chloro-2-fluorobenzaldehydeHCID 13504496HCID 13504496、化合物

生成物 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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e5592e0de6b54522b7d3038ff4a4ce76
出典データセット
uspto-grants-1986_03
特許番号
US04578395

反応ノート

読み込み中…