Acetic Acid → HCID 89662801, compound

Participants

Reaction Steps

A mixture of (6-chloro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]inden-2-yl)-[2-(3-fluoro-piperidin-4-yloxy)-phenyl]-methanone hydrochloride (124 mg; 0.26 mmol; 1 eq.), paraformaldehyde (70 mg; 0.78 mmol; 1 eq.), sodium triacetoxyborohydride (110 mg; 0.52 mmol; 2 eq.) and AcOH (30 μL; 0.52 mmol; 2 eq.) in DCE (1.5 mL) was stirred at reflux for 1.5 hour. The reaction mixture was diluted with sat. aq. Na2CO3 and extracted with EA (3×). The combined organic layer was dried over magnesium sulfate and concentrated in vacuo. Purification by mass directed preparative HPLC afforded the title compound (20 mg, 6%) as a white solid. HPLC (max plot) 97.0%, Rt 2.70 min. UPLC/MS: (MS+) 458.4 ([M+H]+).

Provenance & Evidence