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2-Amino-5-bromo-3-phenylpyrazine synthesis

4synthesis methods
24241-18-7 Synthesis
2-Amino-3,5-dibromopyrazine

24241-18-7
418 suppliers
$6.00/5g

2-Amino-5-bromo-3-phenylpyrazine

344940-70-1
26 suppliers
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Yield:344940-70-1 95%

Reaction Conditions:

with potassium phosphate;tetrakis(triphenylphosphine) palladium(0) in ethanol;toluene;Inert atmosphere;

Steps:

171.1

[00183] A mixture of 3,5-dibromopyrazin-2-amine (214 mg, 0.83 mmol) and phenyl boronic acid (100 mg, 0.8 mmol) in toluene (8 mL) was degassed and backfilled with nitrogen 3 times. Pd(PPtLs)4 (46 mg) was added followed by 2M K3PO4 (0.8 mL) and EtOH (1 mL). The mixture was heated at reflux for 18 h. The solution was cooled to room temperature, partitioned between EtOAc (25 mL) and water (5 mL). The layers were separated and the organic layer dried over Na2SO4, filtered and concentrated to an oil which was purified via silica gel chromatography (15% EtOAc/heptane) to afford the product (187 mg, 95% yield).

References:

WO2009/155389,2009,A1 Location in patent:Page/Page column 85-86

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