Hydrochloric Acid → HCID 122512303, compound

Participants

Reaction Steps

A 4M solution of HCl in 1,4-dioxane (456 μL; 1.83 mmol; 10 eq.) was added to solution of {2-[2-(6-chloro-5-methyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carbonyl)-5-fluoro-phenoxy]-ethyl}-methyl-carbamic acid tert-butyl ester (92 mg; 0.18 mmol; 1 eq.) in DCM (2 mL) and the reaction mixture was stirred at room temperature for 30 minutes then concentrated in vacuo. Purification by mass directed preparative HPLC afforded the title compound (15 mg, 19%) as a yellow solid. 1H NMR (DMSO-d6) δ 9.55-9.45 (d, J=5.0 Hz, 1H), 9.01-8.78 (s, 2H), 7.43 (ddd, J=8.4, 6.7, 4.5 Hz, 1H), 7.19 (dd, J=11.1, 2.3 Hz, 1H), 6.95 (td, J=8.5, 2.3 Hz, 1H), 4.82 (d, J=5.8 Hz, 2H), 4.58 (d, J=12.5 Hz, 2H), 4.36 (t, J=4.5 Hz, 2H), 3.26 (t, J=5.2 Hz, 2H), 2.60 (s, 1.5H), 2.57-2.51 (m, 4.5H). HPLC (max plot) 99.2%, Rt 2.48 min. UPLC/MS: (MS+) 404.3 ([M+H]+).

Provenance & Evidence