Potassium Carbonate → Ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate

HRID 45769

反応式

HRID 45769 の反応式
[SH:1][C:2]1[C:3]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.Br[C:17]([CH3:24])([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:12]([C:11]1[CH:14]=[CH:15][C:8]([C:3]2[C:2]([S:1][C:17]([CH3:24])([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:7][CH:6]=[CH:5][N:4]=2)=[CH:9][CH:10]=1)#[N:13]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 679970364-(3-Mercaptopyridin-2-yl)benzonitrile

生成物 1

HCID 67997044Ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate収率 49.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-(3-mercaptopyridin-2-yl)benzonitrile (0.18 g, 0.85 mmol), ethyl 2-bromo-2-methylpropanoate (0.195 g, 1 mmol), and K2CO3 (0.138 g, 1.0 mmol) in DMF (2 mL) was stirred at room temperature for 2 hours. After the reaction was completed, the reaction mixture was washed with water and extracted with ethyl acetate. The organic layer was dried over MgSO4, concentrated and purified by chromatography to yield ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate (0.137 g, 49%).

後処理

  1. washthe reaction mixture was washed with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated
  5. custompurified by chromatography

出典と根拠

ORDレコード
ord-1d95349b8f544a7686245041bc015ba9
出典データセット
uspto-grants-2013_09
特許番号
US08541589B2

関連ノート

読み込み中…