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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1041779Generated: October 31, 2026

Potassium Carbonate → 2-(2,5-dichloropyrimidin-4-ylamino)-N,3-dimethylbenzamide

https://huagongshe.com/reaction/1041779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant2-amino-N,3-dimethylbenzamideHCID 16770689—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(2,5-dichloropyrimidin-4-ylamino)-N,3-dimethylbenzamideHCID 8663387418.8%

Reaction Steps

A solution of 2-amino-N,3-dimethylbenzamide (562 mg) and 2,4,5-trichloropyrimidine (1.3 g) in N-methylpyrrolidinone (20 mL) were heated with potassium carbonate (2 g) at 80° C. for 16 hours. The mixture was diluted with ethyl acetate, washed three times with brine, dried with sodium sulfate, filtered, and concentrated. Column chromatography (20-30% ethyl acetate in methylene chloride) followed by trituration with ethyl ether provided 200 mg of 2-(2,5-dichloropyrimidin-4-ylamino)-N,3-dimethylbenzamide: 1H NMR (300 MHz, CDCl3) δ 9.3 (s, 1H), 8.15 (s, 1H), 7.4 (d, 1H), 7.3 (d, 1H), 7.2 (t, 1H), 6.05 (m, 1H), 3.0, (d, 3H), 2.2 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552186B2
Source datasetuspto-grants-2013_10
ORD IDord-4e3ad45df13a4b54bea99356b45d7085
Source noteuspto-grants-2013_10