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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522527Generated: October 25, 2026

Phosphorus oxybromide → 3-bromo-6-(4-methylsulfonylphenyl)-N-phenyl-pyrazine-2-carboxamide

https://huagongshe.com/reaction/522527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxybromideHCID 24613—
ReactantSodium bicarbonate methylene chlorideHCID 23716255—
Reactant3-hydroxy-6-(4-(methylsulfonyl)phenyl)-N-phenylpyrazine-2-carboxamideHCID 178504682—
SolventTolueneHCID 1140—
Product3-bromo-6-(4-methylsulfonylphenyl)-N-phenyl-pyrazine-2-carboxamideHCID 86665147120.8%

Reaction Steps

A solution of 3-hydroxy-6-(4-(methylsulfonyl)phenyl)-N-phenylpyrazine-2-carboxamide (84.3 mg, 0.1712 mmol) in toluene (3.000 mL) was treated with POBr3 (196.3 mg, 0.6848 mmol) and the resultant mixture was heated to 100° C. for 16 hours. The reaction mixture was allowed to cool to ambient temperature and treated with sodium bicarbonate/DCM. The organic layer was separated, dried (Na2SO4), filtered and concentrated in vacuo to give the impure desired product as a yellow solid (89.4 mg, 95% Yield). MS (ES+) 433.88.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334244B2
Source datasetuspto-grants-2016_05
ORD IDord-06889cf9843647b28406c1fe6d6326d2
Source noteuspto-grants-2016_05