4-Amino-3-penten-2-one → 5-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine

HRID 964306

反応式

HRID 964306 の反応式
[C:1]([CH2:3][CH2:4][O:5][C:6](=[O:27])[C:7](=[CH:17][C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1)[C:8](=O)[CH2:9][CH2:10][CH2:11][CH2:12][N:13]=[N+:14]=[N-:15])#[N:2].[NH2:28][C:29]([CH3:34])=[CH:30][C:31](=[O:33])[CH3:32]>CCO>[C:31]([C:30]1[CH:17]([C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)[C:7]([C:6]([O:5][CH2:4][CH2:3][C:1]#[N:2])=[O:27])=[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]=[N+:14]=[N-:15])[NH:28][C:29]=1[CH3:34])(=[O:33])[CH3:32]

参加物

4

反応物 2

HCID 1368734-Amino-3-penten-2-oneHCID 538699817-Azido-2-[(4-nitrophenyl)methylene]-3-oxoheptanoic acid 2-cyanoethyl ester

生成物 1

HCID 230040535-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 7-azido-2-[(4-nitrophenyl)methylene]-3-oxoheptanoic acid 2-cyanoethyl ester (1.12 g, 3.00 mmol) and 4-amino-3-penten-2-one (330 mg, 3.30 mmol) in 20 ml of EtOH was refluxed for 48 hrs. After the EtOH was removed in vacuo, the residue was dissolved in 150 ml of CHCl3, washed with water (2×100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, the product was purified by chromatography (SiO2, CHCl3 :MeOH=5:95). 5-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine was obtain as a yellow oil (1.05 g, 77% yield).

後処理

  1. customAfter the EtOH was removed in vacuo
  2. dissolutionthe residue was dissolved in 150 ml of CHCl3
  3. washwashed with water (2×100 ml)
  4. dry with materialdried over Na2SO4
  5. filtrationAfter filtration and evaporation of solvent
  6. customthe product was purified by chromatography (SiO2, CHCl3 :MeOH=5:95)

出典と根拠

ORDレコード
ord-229b18a5d3a4433bbbdea225e3130481
出典データセット
uspto-grants-1998_06
特許番号
US05767131

関連ノート

読み込み中…