Trifluoroacetic acid → HCID 505774, compound

Participants

Reaction Steps

To a solution of 9-(4-t-butyloxycarbonylpiperazinyl)indolo[2,1-b]quinazoline-6,12-dione (Example 52, 40 mg, 925 μmol) in 1 mL of methylene chloride was added 1 mL of trifluoroacetic acid (TFA). After 30 min, saturated sodium bicarbonate was added. The aqueous layer was separated and extracted with 3×50 mL of chloroform, dried over anhydrous sodium sulfate, filtered and solvent removed in vacuo to give 37 mg of crude product. Silica gel chromatorgraphy using (95:5) methylene chloride:methanol as eluent gave 24 mg (77%) of the title compound: mp 214° C. (dec); 1H NMR(DMSO-d6) δ 2.5 (s, 4H), 3.5 (s, 4H), 6.88-6.94 (dd, 1H), 7.62-7.66 (d, 1H), 7.68-7.75 (m, 1H), 7.90-7.94 (m, 2H), 7.95-7.98 (m, 1H), 8.26-8.31 (d, 1H).

Provenance & Evidence