Nitrogen → HCID 9951791, compound

Participants

Reaction Steps

A solution of 4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-1,2-dihydro-phthalazine (1 g, 3.1 mmoles), prepared as described in example 22, in THF (35 ml), under stirring and dry N2 at room temperature, was added with 1,1′-carbonyldiimidazole (0.55 ml, 3.41 mmoles). The mixture was refluxed for 1 hour. Dry CH3OH (2 ml) was added and the heating went on for further 2.5 hours. The mixture was cooled, poured into water/ice and extracted with CH2Cl2. The organic phases were washed with KHSO4, then with 5% NaOH, at last with water, anhydrified and concentrated to give a solid which was put in CH3OH with a catalytic amount of NaOCH3. The solution was refluxed for 1.5 hours, cooled, CH3OH was evaporated, the residue was taken up in water and CH2Cl2. The organic phases were washed with NaOH and water, anhydrified and concentrated to give a solid, which was triturated in CH3OH. 0.6 g of the title compound were obtained (yield: 52%). m.p.: 184-186° C.

Provenance & Evidence