Dimethylformamide dimethyl acetal → (E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one

HRID 1774185ノート

反応式

HRID 1774185 の反応式
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[CH3:9][S:10][C:11]1[N:16]=[C:15]([C:17](=[O:19])[CH3:18])[CH:14]=[CH:13][N:12]=1>>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:18]/[C:17]([C:15]1[CH:14]=[CH:13][N:12]=[C:11]([S:10][CH3:9])[N:16]=1)=[O:19]

参加物

3

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 116583481-[2-(Methylsulfanyl)pyrimidin-4-yl]ethan-1-one

生成物 1

HCID 21948442(E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one収率 69.4%

実験手順

1,1-Dimethoxy-N,N-dimethylmethanamine (9.87 mL, 74.3 mmol) was added to 1-(2-(methylthio)pyrimidin-4-yl)ethanone (0.50 g, 2.97 mmol). The mixture was heated at reflux overnight. The reaction mixture was concentrated to half volume and treated with Et2O. The resulting solid was collected by vacuum filtration to yield the desired (E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one (0.46 g, 2.06 mmol, 69.3% yield).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated to half volume
  4. additiontreated with Et2O
  5. filtrationThe resulting solid was collected by vacuum filtration

出典と根拠

ORDレコード
ord-5b9610427f88427b81422f03926d2459
出典データセット
uspto-grants-2016_02
特許番号
US09259470B2

反応ノート

読み込み中…