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ChemicalBook CAS DataBase List 6-Methylpyridine-3-boronic Acid

6-Methylpyridine-3-boronic Acid synthesis

4synthesis methods
-

Yield:659742-21-9 92%

Reaction Conditions:

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

Steps:

1b
The INFLATE (4. 6MMOL) was dissolved in acetonitrile (30MOL) and placed into A 5M . microwave vessel. To the solution was added 1. 5 EQ of bis (PINACOLATO) DIBORON (6. 9MMOL ; 1. 71 G). The mixture was stirred on A magnetic stir plate until dissolution. To the mixture was added KOAC (13. 8MMOL ; 1. 35g) and 98mg of [1,1'-bis (DIPHENYLPHOSPHINO)- FERROCENE] DICHLOROPALLADIUM (II) (0. 03MOI%). 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 DMSO, ms and purified by HPLC to give the boronic acid (580mg, 92%; 4. 2MMOL). MS: MH+= 138

References:

RENOVIS, INC. WO2005/32493, 2005, A2 Location in patent:Page/Page column 40-41

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