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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888996Generated: October 27, 2026

Diisopropylethylamine → N-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amine

https://huagongshe.com/reaction/888996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant5-tert-Butyl-2-methylanilineHCID 13089979—
SolventEthanolHCID 702—
ProductN-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amineHCID 5919194468.3%

Reaction Steps

A solution of 2,4-dichloro-5-fluoropyrimidine (307 mg, 1.84 mmol), 2-methyl-5-t-butylaniline (300 mg, 1.84 mmol) and diisopropylethylamine (2 mL) in ethanol (2 mL) was heated at 80° C. for 16 h in an oil bath. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 40M, eluting with EtOAc/hexane to afford the product (369 mg, 68%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252803B2
Source datasetuspto-grants-2012_08
ORD IDord-2220d4aaa3aa43c1ac090eb51e4aaf58
Source noteuspto-grants-2012_08