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ChemicalBook CAS DataBase List 2-FLUORO-4-(METHOXYCARBONYL)BENZENEBORONIC ACID

2-FLUORO-4-(METHOXYCARBONYL)BENZENEBORONIC ACID synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in acetonitrile at 160; for 0.333333 h;Microwave;

Steps:


The 4-Bromo-3-fluorobenzoic acid methyl ester (700mg; 2. 45MMOL) was dissolved in acetonitrile (3. 0ML) and placed into a 2ml microwave vessel. To the solution was added 1.5 eq OF BIS (PINACOLATO) diboron (3. 67mmol ; 1. 08G). The mixture was stirred on a magnetic stir plate until dissolution. To the mixture was added KOAC (7. 33mmol ; 7. 16MG) and 60MG of [1,1'-Bis (DIPHENYLPHOSPHINO) FERROCENE] DICHLOROPALLADIUM (II) (0. 03MOL%). The reaction mixture was heated at 160°C for 2 X 600S. AFTER completion (monitored by LC- MS), the acetonitrile was evaporated to give A black solid. The solid was dissolved in EtOAc and washed with water, brine and dried over MgSO4. After filtration, the solvent was evaporated under vacuum. The solid material was then dissolved in chloroform and filtered through silica. The chloroform was evaporated to give A dark green solid (used as crude for the next reaction).

References:

RENOVIS, INC. WO2005/32493, 2005, A2 Location in patent:Page/Page column 44-45

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