Pyridine → HCID 19920060, compound

Participants

Reaction Steps

A solution of 4-[3-[4-[2,4-dipyrrolidino-6-pyrimidinyl]-1-piperazinyl]propoxy]indole-2-carboxamide (0.45 g) in dioxane (12 ml), under nitrogen, is mixed with pyridine (0.33 ml), cooled to 12° and treated during 5 min. with a solution of trifluoroacetic anhydride (0.31 ml) in dioxane (2.5 ml). The mixture is stirred at 12° for 15 min. and at 20°-25° for 18 hr. It is again cooled to 12° and treated with additional trifluoroacetic anhydride (0.1 ml) in dioxane (1 ml). The mixture is kept at 12° for 15 min. and at 20°-25° for 4 hr. It is then diluted with methylene chloride; washed with saturated sodium bicarbonate, water and saline, dried over magnesium sulfate and concentrated under reduced pressure. The residue is chromatographed over silica gel (275 ml) with eluting with ammonium hydroxide/methanol/methylene chloride (0.5/5/94.5). The product isolated from this column is crystallized from methanol to give the title compound, mp of an analytical sample 147°-149°;, Anal. calc'd for C28H36N8O: C, 67.17; H, 7.25; N, 22.38. Found: C, 66.80; H, 7.34; N, 21.78. ##STR7##

Provenance & Evidence