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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791101Generated: October 25, 2026

Triethylamine → 2,4-Dichloro-N-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]methyl]-3-pyridinecarboxamide

https://huagongshe.com/reaction/1791101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichloronicotinic AcidHCID 10583887—
Reactant1-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine hydrochlorideHCID 11499744—
SolventDichloromethaneHCID 6344—
SolventThionyl ChlorideHCID 24386—
Product2,4-Dichloro-N-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]methyl]-3-pyridinecarboxamideHCID 22027356—

Reaction Steps

A solution of 0.22 g of the acid from Step C was refluxed in thionyl chloride for 1 hour followed by removal of the solvent under vacuum to give an oil. The oil was dissolved in 1 mL of methylene chloride and added to a solution of 2-aminomethyl-3-chloro-5-trifluoromethylpyridine hydrochloride (0.25 g) and triethylamine (0.20 g) in 9 mL of methylene chloride at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was then filtered through silica gel, eluting with 100% methylene chloride. Removal of the solvent under vacuum provided the title compound as a solid, m.p. 122-124° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074742B2
Source datasetuspto-grants-2006_07
ORD IDord-8ee93a0b463c4dbb86a4cad82feafe87
Source noteuspto-grants-2006_07