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5-bromo-2-phenylpyrimidine-4-carboxylic acid synthesis

1synthesis methods
74222-83-6 Synthesis
BENZAMIDINE HYDROCHLORIDE MONOHYDRATE 99+%

74222-83-6
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5-bromo-2-phenylpyrimidine-4-carboxylic acid

179260-95-8
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Yield:179260-95-8 44%

Reaction Conditions:

in water;

Steps:

240.A A.

A. 2-Phenyl-5-bromo-4-pyrimidine carboxylic acid To a solution of mucobromic acid (16 g, 62 mmol) in 800 ml of water was added benzamidine hydrochloride hydrate (26 g, 166 mmol) and Triton B (100 ml, 40% in water). The solution was stirred 23 hours, filtered of a small amount of dark solid, and acidified with concentrated HCl. The gummy precipitate was filtered and recrystallized from 4:1 ethanol:water to afford 5.87 g (34%) of Compound A as a brown crystalline solid. Concentration of the mother liquor afforded an additional 1.72 g (44% total yield).

References:

US6011029,2000,A