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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362885Generated: October 29, 2026

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

https://huagongshe.com/reaction/1362885

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 numberUS07884098B2
Source datasetuspto-grants-2011_02
ORD IDord-b8b89bbd5c4441ba8e425a05f66198c7
Source noteuspto-grants-2011_02