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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687151Generated: October 30, 2026

Potassium Carbonate → 2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamide

https://huagongshe.com/reaction/1687151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant2-Amino-5-(morpholin-4-yl)benzamideHCID 10560936—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamideHCID 8663388654.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-amino-5-morpholin-4-yl-benzamide (820.0 mg, 3.71 mmol, Heterocyclic Comm. 2001, 7, 473-480), 2,4,5-trichloropyrimidine (679.8 mg, 3.71 mmol) and potassium carbonate (614.6 mg, 4.45 mol) in THF (10 mL) was stirred at 50° C. for 20 h and at RT for 6 days. The reaction was diluted with water (10 mL) and extracted into EtOAc. The organic layer was washed with NaHCO3, brine and dried by passing through a funnel filled with MgSO4. The filtrate was evaporated and the residue triturated with ether (5×3 mL) to afford 2-(2,5-dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamide as a yellow solid (0.75 g) that was used without further purification in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-68f61333f0904019bf65dc829d3e29f2
Source noteuspto-grants-2012_04