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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614974Generated: October 30, 2026

Potassium Carbonate → N-(3-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine

https://huagongshe.com/reaction/1614974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant3-Bromo-5-methoxybenzenemethanamineHCID 53414441—
SolventDimethylformamideHCID 6228—
ProductN-(3-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amineHCID 5846790187%

Reaction Steps

To a solution of 1-(3-bromo-5-methoxyphenyl)methanamine (2.57 g, 11.9 mmol) and 2,4,5-trichloropyrimidine (2.4 g, 13 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (3.3 g, 24 mmol). The resultant mixture was stirred overnight at room temperature. The reaction mixture was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The residue was purified by silica gel column chromatography to give the desired product (3.7 g, 87%). LCMS for C12H10BrCl2N3O (M+H)+: m/z=361.9, 363.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765727B2
Source datasetuspto-grants-2014_07
ORD IDord-7aa0bc8e71ef4a94ba0020ac5fcddb3f
Source noteuspto-grants-2014_07