Sodium Hydroxide → 4-(2-furanyl)-N-[3-(1H-imidazol-1-yl)phenyl]-2-pyrimidinamine

Participants

Reaction Steps

Two and 73 hundredths grams of [3-(1H-imidazol-1-yl)phenyl]guanidine, dihydrochloride (2) from Example 1, 1.6 grams of 3-dimethylamino-1-(2-furyl)-2-methyl-2-propen-1-one, 25 ml of n-propanol and 2 equivalents (2 ml) of 10N NaOH at pH=11 is refluxed for twenty-four (24) hours. The products are isolated by quenching the reaction mixture including any precipitated solids into water followed by filtration. These filtered solids are re-suspended in water to remove inorganic salts, filtered and air dried to give 1.35 g (44.5% yield) of the desired product, mp 175°-178° C.

Provenance & Evidence