Ethanol → 1,4,5,6,7,8-Hexahydro-2-methyl-4-(2-methylphenyl)-5-oxo-7-(phenylmethyl)-1,7-naphthyridine-3-carboxylic acid methyl ester

HRID 2059087ノート

反応式

HRID 2059087 の反応式
[CH2:1]([N:8]1[CH2:13][C:12](O)=[CH:11][C:10](=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][O:17][C:18](=[O:23])/[CH:19]=[C:20](\[NH2:22])/[CH3:21].[C:24]1([CH3:32])[C:25]([CH:30]=O)=[CH:26][CH:27]=[CH:28][CH:29]=1.C(O)C>C(O)(=O)C>[CH3:16][O:17][C:18]([C:19]1[CH:32]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[C:11]2[C:10](=[O:15])[CH2:9][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:13][C:12]=2[NH:22][C:20]=1[CH3:21])=[O:23]

参加物

6

反応物 4

HCID 702EthanolHCID 107222-MethylbenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 129006921-Benzyl-5-hydroxy-1,6-dihydropyridin-3(2H)-one

生成物 1

HCID 128184551,4,5,6,7,8-Hexahydro-2-methyl-4-(2-methylphenyl)-5-oxo-7-(phenylmethyl)-1,7-naphthyridine-3-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 6.1 g. of 1-benzyl-3-oxo-5-hydroxy-1,2,3,6-tetrahydropyridine, 3.6 g. of methyl-3-aminocrotonate (97%), 3.6 g. of o-tolualdehyde, 55 ml. of ethanol and 18 ml. of acetic acid was refluxed for 7 hours. The solution was evaporated to dryness in vacuo. The residue was triturated with diethyl ether and the solid was separated by filtration. Recrystallization from ethanol afforded the title compound, m.p. 201°-204° C.

後処理

  1. additionA mixture of 6.1 g
  2. customThe solution was evaporated to dryness in vacuo
  3. customThe residue was triturated with diethyl ether
  4. customthe solid was separated by filtration
  5. customRecrystallization from ethanol

出典と根拠

ORDレコード
ord-54200fc560884c8bb698f0b19a1e03a8
出典データセット
uspto-grants-1982_03
特許番号
US04321384

反応ノート

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