Sodium Iodide → HCID 86601568, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[5-chloro-7-(3-methoxyprop-1-yn-1-yl)-1,3-benzodioxol-4-yl]-7-(3-chloropropoxy)-5-isopropoxyquinazolin-4-amine (0.253 g, as a 1:1.3 wt.:wt. mixture with triphenylphosphine) and N-acetyl piperazine (0.538 g) was dissolved in 2-methoxyethanol. Sodium iodide (0.031 g) was added and the reaction mixture was heated at 110° C. with stirring for 4 hours. The reaction mixture was cooled to room temperature, diluted with dichloromethane (150 ml), washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica using increasingly polar mixtures of methanol in dichloromethane as eluent. There was thus obtained the title compound (0.105 g) as a white foam; NMR Spectrum: (CDCl3) 1.53 (d, 6H), 2.03 (quin, 2H), 2.09 (s, 3H), 2.46 (m, 4H), 2.56 (t, 2H), 3.46 (s, 3H), 3.48 (t, 2H), 3.63 (t, 2H), 4.16 (t, 2H), 4.35 (s, 2H), 4.82 (sept, 1H), 6.10 (s, 2H), 6.49 (d, 1H), 6.83 (d, 1H), 7.06 (s, 1H), 8.51 (s, 1H), 9.41 (s, 1H); Mass Spectrum: M+H+ 610/612.

Provenance & Evidence