Trifluoroacetic acid → HCID 89662822, compound

Participants

Reaction Steps

A mixture of 4-[2-(6-chloro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carbonyl)-benzyl]-piperidine-1-carboxylic acid tert-butyl ester (210 mg; 0.4 mmol; 1 eq.) and TFA (2 mL) in DCM (2 mL) was stirred at room temperature for 2 hours then concentrated in vacuo. The residue was taken up in water, the pH made basic with 5M NaOH and extracted with DCM (2×). The combined organic layer was dried over magnesium sulfate and concentrated in to afford the title compound (131 mg, 77%) as an off-white solid. 1H NMR (CDCl3) δ 7.38-7.24 (m, 4H), 5.04-5.01 (m, 2H), 4.51 (s, 1.3H), 4.48 (s, 0.7H), 3.04-2.96 (m, 2H), 2.91 (s, 2H), 2.85 (s, 1H), 2.70 (s, 1H), 2.61-2.57 (m, 4H), 2.53-2.43 (m, 2H), 1.80-1.57 (m, 4H), 1.19-1.06 (m, 2H). HPLC (max plot) 100%, Rt 2.75 min. UPLC/MS: (MS+) 424.4 ([M+H]+).

Provenance & Evidence