Potassium Carbonate → 6-Cyclohexylsulfanyl-pyridine-2-carboxylic acid methyl ester

HRID 62872

反応式

HRID 62872 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7](Br)[N:6]=1)=[O:4].C([O-])([O-])=O.[K+].[K+].[CH:18]1([SH:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:24][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[N:6]=1)=[O:4]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 15290CyclohexanethiolHCID 16217886Methyl 6-bromopyridine-2-carboxylate

生成物 1

HCID 901182516-Cyclohexylsulfanyl-pyridine-2-carboxylic acid methyl ester収率 46.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

After 6-bromo-pyridine-2-carboxylic acid methyl ester (0.30 g, 1.39 mmol) was dissolved in DMF (4 mL), K2CO3(0.575 g, 4.16 mmol) and cyclohexanethiol (0.25 mL, 2.08 mmol) were added thereto in turn, and the mixture was stirred at 70° C. for 18 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, extracted with EtOAc, and purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (0.162 g, 46%).

後処理

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

出典と根拠

ORDレコード
ord-5de57498ae4f48acbce22a701ea55cc6
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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