Dimethylformamide → 6-Sec-butylsulfanyl-pyridine-2-carboxylic acid ethyl ester

HRID 62839ノート

反応式

HRID 62839 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([SH:12])[N:7]=1)=[O:5])[CH3:2].CN(C=O)C.[H-].[Na+].I[CH:21]([CH2:23][CH3:24])[CH3:22]>O>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][CH:21]([CH2:23][CH3:24])[CH3:22])[N:7]=1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 105592-IodobutaneHCID 24758Sodium hydrideHCID 178468955HCID 178468955、化合物

生成物 1

HCID 901182566-Sec-butylsulfanyl-pyridine-2-carboxylic acid ethyl ester収率 54.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

6-Mercapto-pyridine-2-carboxylic acid ethyl ester (0.25 g, 1.3 mmol) was added with DMF (7 mL), and the mixture was cooled to 0° C. NaH (0.065 g, 1.56 mmol) was added thereto, and the mixture was stirred for 30 minutes. 2-Iodobutane (0.2 mL, 1.56 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. The reactant was added with water and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, and purified by column chromatography to obtain the title compound (0.17 g, 52%).

後処理

  1. stirringthe mixture was stirred at room temperature for 3 hours
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. dry with materialdried with MgSO4
  5. custompurified by column chromatography

出典と根拠

ORDレコード
ord-47cb329d23174e0c9f10f42c35dd4706
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

反応ノート

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