2-Chloro-N,N-dimethylquinazolin-4-amine → HCID 178483081, compound

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Reaction Steps

A solution of (2-chloro-quinazolin-4-yl)-dimethyl-amine obtained in step B of example 1 (31.05 g, 150 mmol) and cis-4-amino-cyclohexanecarboxylic acid amide hydrochloride (26.7 g, 150 mmol) in pyridine (150 mL) was stirred at reflux for overnight. The reaction mixture was concentrated and residue was dissolve in CH2Cl2. The organic layer was washed with saturated aqueous NaHCO3 and the aqueous layer was extracted with CH2Cl2. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, 2% to 10% 2 M NH3/MeOH in CH2Cl2) to give a slightly brown solid and the solid was recrystallized from CH2Cl2 to give cis-4-(4-dimethylamino-quinazolin-2-ylamino)-cyclohexanecarboxylic acid amide (20.6 g, 44%) as yellow crystals.

Provenance & Evidence