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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859106Generated: November 2, 2026

Lithium Hydroxide → N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine

https://huagongshe.com/reaction/859106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-Dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-oneHCID 53396305—
ReactantHCID 178468909HCID 178468909—
Solvent(+-)-2-ButanolHCID 6568—
ProductN-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamineHCID 8659509984%

Reaction Steps

A mixture of 3-dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one (810 mg, 3.86 mmol), 3-ethoxycarbonyl-phenyl-guanidine nitrite (1.07 g, 3.96 mmol), lithium hydroxide (105 mg, 4.38 mmol) in 2-butanol (20 mL) is heated to reflux overnight. The reaction mixture is cooled to room temperature, the solvent is removed and water (40 mL) is added. The solid is collected by filtration and washed with water, isopropanol and dried to give N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine (1.15 g); ESI-MS (m/z): 355.1 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151096B2
Source datasetuspto-grants-2006_12
ORD IDord-0f93d0c597764c2a9a70965064d577d9
Source noteuspto-grants-2006_12