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

HRID 62883

反応式

HRID 62883 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].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]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 78110BromocyclobutaneHCID 178468955HCID 178468955、化合物

生成物 1

HCID 901182766-Cyclobutylsulfanyl-pyridine-2-carboxylic acid ethyl ester収率 93%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-4a4cf27f8d9946788a2fdf48713ee108
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

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