Cyanoacetamide → 4-(((Tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

HRID 1530274ノート

反応式

HRID 1530274 の反応式
[Si:1]([O:8][CH2:9][C:10]#[C:11][C:12](=O)[CH3:13])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[C:15]([CH2:17][C:18]([NH2:20])=[O:19])#[N:16].N1(CC([O-])=O)CCCCC1>C(O)C.O>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH3:13])[NH:20][C:18](=[O:19])[C:17]=1[C:15]#[N:16])([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 7898CyanoacetamideHCID 12764994HCID 12764994、化合物HCID 18315696HCID 18315696、化合物

生成物 1

HCID 682948094-(((Tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile収率 32.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a stirred solution of compound 5-((tert-butyldimethylsilyl)oxy)pent-3-yn-2-one (13.0 g, 61.0 mmol) and cyanoacetamide (6.2 g, 73.2 mmol) in a mixture of ethanol and water (9:1) (270 mL) at room temperature was added piperidineacetate (catalytic) and the reaction mixture was heated to reflux for 5 h. After removal of solvent water was added and the solid product was filtered. The solid product on washing with water followed by ether and hexane afforded the desired compound (5.5 g, 32%).

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 5 h
  3. customAfter removal of solvent water
  4. additionwas added
  5. filtrationthe solid product was filtered
  6. washThe solid product on washing with water

出典と根拠

ORDレコード
ord-f321dcd9d4184c89a029070044fdc785
出典データセット
uspto-grants-2015_07
特許番号
US09090562B2

反応ノート

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