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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245419Generated: November 3, 2026

4-Chloroaniline → 5-chloro-N-(4-chlorophenyl)-2-fluoro-6-morpholin-4-ylpyrimidin-4-amine

https://huagongshe.com/reaction/1245419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanilineHCID 7812—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 21912455HCID 21912455—
SolventIsopropanolHCID 3776—
Solvent1,4-DioxaneHCID 31275—
Product5-chloro-N-(4-chlorophenyl)-2-fluoro-6-morpholin-4-ylpyrimidin-4-amineHCID 21912459—

Reaction Conditions

Temperature110 °C

Reaction Steps

4-Chloroaniline (1.44 g) was added to a solution of the product from step (i) (0.88 g) and N,N-diisopropylethylamine (0.484 g) in 1,4-dioxane (15 ml) and isopropylalcohol (15 ml) and the mixture heated at 110° C. for 6 days. The mixture was partitioned between ethyl acetate and water, the organics dried (MgSO4), and evaporated under reduced pressure. The solid was triturated with ethyl acetate, filtered and the filtrate purified by chromatography on silica eluting with 3% ethyl acetate in toluene. Yield 0.28 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07125881B2
Source datasetuspto-grants-2006_10
ORD IDord-8f40eacb5a7e497b877b45bf4af7c22d
Source noteuspto-grants-2006_10