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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294041Generated: October 25, 2026

Triethylamine → 5-[4-(2-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine

https://huagongshe.com/reaction/2294041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-Chlorophenyl)piperazineHCID 415628—
Reactant5-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromideHCID 21473608—
SolventTetrahydrofuranHCID 8028—
Product5-[4-(2-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamineHCID 2147365355.7%

Reaction Steps

A solution of 8.0 g (0.031 mol) of 1-(2-chloro-phenyl)-piperazine in 300 ml of tetrahydrofuran was treated with 22 ml (0.16 mol) of triethylamine and 11.5 g (0.031 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 16 hours. The suspension obtained was suction filtered and the filtrate was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent and digested in diethyl ether. 5.5 g (55%) of 5-[4-(2-chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine were obtained as beige crystals; m.p. 2:30°-235°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688798
Source datasetuspto-grants-1997_11
ORD IDord-80465b86ee504655958d9d1df06daa62
Source noteuspto-grants-1997_11