Guanidine Hydrochloride → 5-(4-Bromophenyl)pyrimidin-2-amine

Participants

Role	Name	HCID	Charge
Reactant	Guanidine Hydrochloride	HCID 5742	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	(αZ)-4-Bromo-α-[(dimethylamino)methylene]benzeneacetaldehyde	HCID 13079816	—
Solvent	Ethanol	HCID 702	—
Product	5-(4-Bromophenyl)pyrimidin-2-amine	HCID 59511375	96%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of (Z)-2-(4-bromophenyl)-3-(dimethylamino)acrylaldehyde (1.27 g, 5 mmol), guanidine hydrochloride (0.525 g, 5.5 mmol) and potassium carbonate (1.38 g, 10 mmol) in ethanol (10 mL) was heated at 80° C. overnight. After cooling, the reaction mixture was filtered, washed with methanol and water, and dried under high vacuum to give the desired product (1.2 g, 96%). LCMS: (M+H)=249.9/251.9.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07767675B2
Source dataset	uspto-grants-2010_08
ORD ID	ord-81d9a24656c94ff08c448cc74ad9ab24
Source note	uspto-grants-2010_08