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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859109Generated: November 2, 2026

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

https://huagongshe.com/reaction/859109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-Dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-oneHCID 53396305—
ReactantHCID 178491134HCID 178491134—
Solvent(+-)-2-ButanolHCID 6568—
ProductN-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamineHCID 8599305878%

Reaction Steps

A mixture of 3-dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one (3.50 g, 16.5 mmol), 3-methoxy-phenyl-guanidine nitrite (3.70 g, 16.2 mmol), lithium hydroxide (412 mg, 16.5 mmol) in 2-butanol (15 mL) is heated to reflux overnight. The reaction mixture is cooled to room temperature, concentrated and water (60 mL) is added. The resultant solid is filtered, washed with water, isopropanol and dried to give N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine (3.95 g); ESI-MS (m/z): 313 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151096B2
Source datasetuspto-grants-2006_12
ORD IDord-04ac867d07cc418b90bdb5696e02e39b
Source noteuspto-grants-2006_12