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

Participants

Reaction Steps

Two and 73 hundredths grams of [3-(1H-imidazol-1-yl)phenyl]guanidine, dihydrochloride (2) from Example 1, 1.76 grams of 3-dimethylamino-1-(4-pyridyl)-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 2.2 g (70% yield) of the desired product, mp 244°-245° C.

Provenance & Evidence