반응 #168663

반응 방정식

Na2CO3

DCM

DCM

5-bromo-2,4-difluoro-N-(4-hydroxy-cyclohexyl)-benzenesulfonamide

BIS(pinacolato)diboron

3-amino-6-bromo-pyrazine-2-carboxylic acid methoxy-methyl-amide

→

titled compound

2-Amino-5-[2,4-difluoro-5-(4-hydroxy-cyclohexylsulfamoyl)-phenyl]-N-methoxy-N-methyl-nicotinamide

용매

DME

반응 조건

후처리

1. 1
   온도at reflux for 4 hours
2. 2
   온도The reaction mixture is refluxed for 30 minutes
3. 3
   기타The crude reaction mixture
4. 4
   기타is purified by normal phase chromatography (30-100% EtOAc/iso-hexane)

실험 절차

A suspension of 5-bromo-2,4-difluoro-N-(4-hydroxy-cyclohexyl)-benzenesulfonamide—intermediate DX (300 mg, 0.81 mmol), BIS(pinacolato)diboron (222 mg, 0.88 mmol) and Pd(dppf)Cl2.DCM (0.066 g, 0.08 mmol) in DME (12 ml) is heated at reflux for 4 hours. 2M Na2CO3 (4 ml) is added to the reaction mixture followed by 3-amino-6-bromo-pyrazine-2-carboxylic acid methoxy-methyl-amide (0.211 g, 0.81 mmol) and Pd(dppf)Cl2.DCM (0.066 g, 0.08 mmol). The reaction mixture is refluxed for 30 minutes. The crude reaction mixture is purified by normal phase chromatography (30-100% EtOAc/iso-hexane) to afford a white solid as the titled compound. [M+H]+ 472

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