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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736303Generated: October 26, 2026

Triethylamine → N-(5-(4-chloromethylbenzoylamino)-4-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine

https://huagongshe.com/reaction/736303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Chloromethyl)benzoyl chlorideHCID 70136—
ReactantN-(3-amino-4-methylphenyl)-4-(pyridin-3-yl)-2-pyrimidine-amineHCID 24820369—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-(4-chloromethylbenzoylamino)-4-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amineHCID 68817335114.4%

Reaction Steps

N-(3-amino-4-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine (11 g, 39.8 mmol) was dissolved in tetrahydrofuran (100 ml), triethylamine (8.3 ml, 59.5 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 resulting mixture was reacted under reflux for 2 hours. The reaction mixture was filtered, and the filtrate was concentrated and crystallized from methylene chloride to give N-(5-(4-chloromethylbenzoylamino)-4-methylphenyl)-4-(3-pyridyl)-2-pyrimidine-amine (5.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595323B2
Source datasetuspto-grants-2009_09
ORD IDord-1fd4856e151f48e9bfd28a4c84aacd0b
Source noteuspto-grants-2009_09