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

HRID 62872

반응식

HRID 62872 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 901182516-Cyclohexylsulfanyl-pyridine-2-carboxylic acid methyl ester수율 46.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-5de57498ae4f48acbce22a701ea55cc6
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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