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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274246Generated: October 30, 2026

Nitrogen → 2-chloro-5-fluoro-N-(3-nitrophenyl)pyrimidin-4-amine

https://huagongshe.com/reaction/2274246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant4-NitroanilineHCID 7475—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Solvent1-ButanolHCID 263—
SolventEthyl acetate hexaneHCID 21226206—
Product2-chloro-5-fluoro-N-(3-nitrophenyl)pyrimidin-4-amineHCID 59174639—

Reaction Conditions

Temperature120 °C

Reaction Steps

In a 50 mL 3-neck RBF equipped with N2 bubbler and reflux condenser 2,4-dichloro-5-fluoropyrimidine (1.79 g) in 1-butanol (20 mL), 4-nitroaniline (1.0 g) and DIPEA (2.6 mL) were charge at room temperature. The reaction mixture was heated to 120° C. for 2 hr. The reaction was monitored on TLC using hexane:ethyl acetate (8:2) as mobile phase. After completion, the reaction mixture was cooled to room temperature. Solid precipitate was filtrated and washed with cold hexanes and dried to give 1.26 g of 2-chloro-5-fluoro-N-(3-nitrophenyl)pyrimidin-4-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126950B2
Source datasetuspto-grants-2015_09
ORD IDord-c213f894efc44df395a13a0e6d39f8bb
Source noteuspto-grants-2015_09