Ammonia → HCID 20227229, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 9-fluoro-10-(4-chlorosulfonylphenyl)-3-methyl-7-oxo-2,3-dihydro-(7H)-pyrido-(1,2,3-de)-1,4-benzoxazine-6-carboxylate (0.5 g) was dissolved in dry tetrahydrofuran (80 ml) and the resulting solution was cooled to -78° C. with stirring. Ammonia (5 ml) was condensed into the reaction mixture and the yellow suspension was warmed gradually to ambient temperature over 16 hours. Solvent was removed in vacuo and the residue was triturated with water and filtered. Drying in vacuo afforded a solid (0.3 g, 56% yield): m.p. >250° C. NMR (DMSO-d6, 250 MHz): 8.74 (s, 1H), 7.96 (d, 2H, J=10 Hz), 7.74 (d, 2 H, J= PG,91 10 Hz), 7.60 (d, 1H, J=10 Hz), 7.50 (s, 2H), 4.90-4.75 (m, 1H), 4.55-4.45 (m, 2H), 4.25 (q, 2H, J=7 Hz), 1.45 (d, 3H, J=7 Hz), 1.30 (t, 3H, J=7 Hz).

Provenance & Evidence