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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736295Generated: October 25, 2026

Triethylamine → 4-(Chloromethyl)-N-(4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)phenyl)benzamide

https://huagongshe.com/reaction/736295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Chloromethyl)benzoyl chlorideHCID 70136—
ReactantImatinib amineHCID 9965429—
SolventTetrahydrofuranHCID 8028—
Product4-(Chloromethyl)-N-(4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)phenyl)benzamideHCID 1018107587.5%

Reaction Steps

N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine (2.83 g, 8.29 mmol) was dissolved in tetrahydrofuran (20 ml), triethylamine (1.4 ml, 9.95 mmol) was added thereto, and the mixture was stirred for 30 minutes. 4-Chloromethyl benzoyl chloride (2.03 g, 10.78 mmol) was added and the whole mixture was reacted under reflux for 4 hours. The mixture was filtered, and the filtrate was concentrated and crystallized from water to give N-(5-(4-chloromethylbenzoylamino)-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine (3.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595323B2
Source datasetuspto-grants-2009_09
ORD IDord-c3f9a4b5ff05412180b2d92b442d526f
Source noteuspto-grants-2009_09