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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 860078Generated: October 25, 2026

Triethylamine → 6-Chloro-N2-ethylpyrimidine-2,4-diamine

https://huagongshe.com/reaction/860078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthylamine hydrochlorideHCID 11198—
Reactant4-Pyrimidinamine, 2,6-dichloro-HCID 82387—
Solvent1-ButanolHCID 263—
Product6-Chloro-N2-ethylpyrimidine-2,4-diamineHCID 23435529—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2,6-dichloro-4-aminopyrimidine 18-1 (Avocado; 4.8 g, 29.3 mmol), ethylamine hydrochloride (7.0 g, 85.8 mmol), Et3N (20 mL, 144 mmol) and n-butanol (150 mL) was heated to 90° C. for 6 hours. After cooling, the solvent was removed in vacuo and the residue partitioned between saturated Na2CO3 solution and EtOAc. The EtOAc layer was washed with brine, dried (MgSO4) and concentrated to give an orange solid. Purification by column chromatography (EtOAc/hexane 1:1) gave the title compound 18-2 as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153862B2
Source datasetuspto-grants-2006_12
ORD IDord-f375066a496849a29a18fbc735d95bb3
Source noteuspto-grants-2006_12