Cesium carbonate → 6-Cyclobutylsulfanyl-pyridine-2-carboxylic acid ethyl ester

HRID 62883

반응식

HRID 62883 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].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH:20]1[CH2:23][CH2:22][CH2:21]1>CC#N>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][CH:20]2[CH2:23][CH2:22][CH2:21]2)[N:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 78110BromocyclobutaneHCID 178468955HCID 178468955, 화합물

생성물 1

HCID 901182766-Cyclobutylsulfanyl-pyridine-2-carboxylic acid ethyl ester수율 93%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

After 6-mercapto-pyridine-2-carboxylic acid ethyl ester (0.40 g, 2.18 mmol) was dissolved in CH3CN (9 mL), Cs2CO3(2.667 g, 6.54 mmol) and bromo cyclobutane (0.385 mL, 3.27 mmol) were added thereto, and the mixture was stirred at 50° C. for 18 hours. After the termination of the reaction, the reactant was filtered, concentrated under reduced pressure, and purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (0.481 g, 92%).

후처리

  1. customAfter the termination of the reaction
  2. filtrationthe reactant was filtered
  3. concentrationconcentrated under reduced pressure
  4. custompurified by column chromatography (eluent, EtOAc/Hex=1/5)

출처 및 근거

ORD 기록
ord-4a4cf27f8d9946788a2fdf48713ee108
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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