Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864075Generated: October 30, 2026

Hydrochloric Acid → Ethyl 4-({5-fluoro-4-[(2-{[(1 methylethyl)amino]carbonyl}phenyl)amino]-2 pyrimidinyl}amino)benzoate

https://huagongshe.com/reaction/1864075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzocaineHCID 2337—
Reactant2-[(2-chloro-5-fluoro-4-pyrimidinyl)amino]-N-(1-methylethyl)benzamideHCID 86621814—
SolventIsopropanolHCID 3776—
ProductEthyl 4-({5-fluoro-4-[(2-{[(1 methylethyl)amino]carbonyl}phenyl)amino]-2 pyrimidinyl}amino)benzoateHCID 5797413677.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

To the solution of 2-[(2-chloro-5-fluoro-4-pyrimidinyl)amino]-N-(1-methylethyl)benzamide (1.0 g, 3.25 mmol) in isopropanol (30 mL) was added ethyl 4-aminobenzoate (0.59 g, 3.57 mmol, 1.1 eq) followed 0.2 mL of 12N HCl. The reaction mixture was sealed in vessel and heated in a 95° C. oil bath for 16 h. The reaction was cooled to room temperature then white solid was precipitated. The white solid was collected by filtration and washed with cooled isopropyl alcohol (3×5 mL) to give the titled compound (1.1 g, 77% yield). MS: M(C23H23FN5O3)=437.47, (M+H)+=438

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625903B2
Source datasetuspto-grants-2009_12
ORD IDord-8308d578df2845fd89c57ee0965b6740
Source noteuspto-grants-2009_12