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

HRID 62839노트

반응식

HRID 62839 반응식
[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]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 105592-IodobutaneHCID 24758Sodium hydrideHCID 178468955HCID 178468955, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-47cb329d23174e0c9f10f42c35dd4706
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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