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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806106Generated: November 1, 2026

Phenol → 5-Bromo-3-phenoxypyrazin-2-amine

https://huagongshe.com/reaction/1806106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-3-phenoxypyrazin-2-amineHCID 1795602164.6%

Reaction Steps

Added sodium hydride (0.348 g, 8.70 mmol) to a solution of phenol (0.819 g, 8.70 mmol) in THF (50 mL) at 0° C. and stirred 30 minutes. Added 3,5-dibromopyrazin-2-amine (2.00 g, 7.91 mmol) in THF (10 mL). Removed the ice bath and refluxed overnight. Partitioned between ethyl acetate and water, washed with brine, dried, and concentrated. Purified by MPLC (Biotage) eluting with 5:1 hexane:ethyl acetate to afford the title compound (1.36 g, 64.6% yield) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354540B2
Source datasetuspto-grants-2013_01
ORD IDord-0f944b55298a4bdf9569b1def2612c50
Source noteuspto-grants-2013_01