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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499269Generated: November 1, 2026

4-Bromophenol → 4-((4-Bromophenoxy)methyl)-6-chloropyrimidin-2-amine

https://huagongshe.com/reaction/1499269

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-6-(chloromethyl)pyrimidin-2-amineHCID 20153488—
SolventDimethylformamideHCID 6228—
Product4-((4-Bromophenoxy)methyl)-6-chloropyrimidin-2-amineHCID 117942029—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromophenol (173 mg, 1.00 mmol), 4-chloro-6-(chloromethyl)pyrimidin-2-amine (CAS#: 92311-35-8) (178 mg, 1.16 mmol) and K2CO3 (175 mg, 1.00 mmol) in DMF (5 mL) was heated to 100° C. for 12 h. The reaction was cooled to RT, concentrated in vacuo, and the residue taken up in and EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. Purification on normal phase silica gel (EtOAc/petroleum ether) provided 4-((4-bromophenoxy)methyl)-6-chloropyrimidin-2-amine as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199994B2
Source datasetuspto-grants-2015_12
ORD IDord-dfe144513ee844dfa2842af23583eab7
Source noteuspto-grants-2015_12