Pyridine → HCID 11648633, compound

Participants

Reaction Conditions

Reaction Steps

Acetyl chloride (0.15 mL, 2.06 mmol) was added to a solution of 4-chloro-6-methyl-10,10-dioxo-2-piperazin-1-yl-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester (free base of example 16, 0.3 g, 0.68 mmol) in dichloromethane (15 mL) and stirred at 20° C., for 10 min. To this, pyridine (0.33 mL, 4.12 mmol) was added and the mixture was stirred further for 18 h. The solvent was removed from the mixture and water (15 mL) was added. The pH of the reaction mixture was adjusted to 3 using aqueous hydrochloric acid (10%). The solid obtained was filtered and the crude obtained was purified by column chromatography (silica gel, 2% methanol in chloroform) to obtain the title compound. Yield: 0.3 g, (91%); 1H NMR (DMSO-d6, 300 MHz): δ 2.02 (s, 3H, CH3), 2.63 (s, 3H, CH3), 3.15 (s, 2H, CH2), 3.17 (s, 2H, CH2), 3.55 (s, 4H, 2CH2), 3.85, (s, 3H, OCH3), 5.16 (s, 2H, CH2), 7.09 (d, 1H, Ar), 7.15 (d, 1H, Ar), 8.08 (t, 1H, Ar), 8.15 (t, 1H, Ar); MS: m/e (ES+) 479 (M+1).

Provenance & Evidence