Acetic Acid → HCID 118274291, compound

Participants

Reaction Steps

A mixture of paraformaldehyde (12.76 g, 425 mmol), Example 41A (20.5 g, 85 mmol) and acetic acid (243 mL) was stirred at room temperature overnight. The mixture was poured into water and the solid was collected by filtration to provide a mixture of the title compound and (7-fluoro-4-methyl-3,4-dihydro-1H-1,4,11-triazadibenzo[cd,f]azulen-1-yl)methanol. To a solution of this mixture in acetonitrile (506 mL) at room temperature was added 5N aqueous sodium hydroxide (122 mL, 608 mmol) and the mixture was heated at 60° C. for 1 hour. The mixture was cooled to room temperature and poured into water. The solid was collected by filtration to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.42 (s, 1H), 8.26 (d, J=5.2 Hz, 1H), 7.75 (dd, J=10.6, 3.0 Hz, 1H), 7.35 (d, J=5.3 Hz, 1H), 7.32-7.13 (m, 3H), 4.12 (s, 2H), 2.87 (s, 3H). MS (ESI+) m/z 254.3 (M+H)+.

Provenance & Evidence