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 2059087노트

반응식

HRID 2059087 반응식
[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]

참가 물질

6

반응물 4

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

생성물 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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-54200fc560884c8bb698f0b19a1e03a8
출처 데이터셋
uspto-grants-1982_03
특허 번호
US04321384

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