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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508713Generated: October 29, 2026

Hydrochloric Acid → 2-Bromo-5-[[2-(5-chloro-2-thienyl)-5-ethyl-6-methyl-pyrimidin-4-yl]amino]benzoic acid

https://huagongshe.com/reaction/1508713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Amino-2-bromobenzoic acidHCID 2769624—
Reactant4-Chloro-2-(5-chloro-2-thienyl)-5-ethyl-6-methyl-pyrimidineHCID 61000230—
Catalyst1,4-DioxaneHCID 31275—
SolventAcetic AcidHCID 176—
Product2-Bromo-5-[[2-(5-chloro-2-thienyl)-5-ethyl-6-methyl-pyrimidin-4-yl]amino]benzoic acidHCID 9011052277.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A 18-mL vial was charged with 4-chloro-2-(5-chloro-2-thienyl)-5-ethyl-6-methyl-pyrimidine (87 mg, 0.318 mmol, 1.05 eq.), 5-amino-2-bromo-benzoic acid (65 mg, 0.3 mmol, 1 eq.). AcOH (1 ml) and 4 N HCl in dioxane (5 drops). The resulting mixture was stirred under Ar at 110° C. for 2 hr. After cooling to rt, The volatile material was removed under reduced pressure and the residue was treated with dichloromethane to give the title compound (105 mg, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221843B2
Source datasetuspto-grants-2015_12
ORD IDord-006838468bfb440b9b4c7e2db8866fd6
Source noteuspto-grants-2015_12