HCID 11648633, compound → HCID 11582937, compound

Participants

Reaction Conditions

Reaction Steps

Boranedimethylsulphide complex (0.85 mL, 8.7 mmol) was added at 10° C. to a stirred solution of 2-(4-acetyl-piperazin-1-yl)-4-chloro-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid (0.8 g, 1.7 mmol) [obtained by hydrolysis of compound of Example 21] in dry THF (70 mL) under nitrogen atmosphere. The reaction mixture was stirred at 60° C. for 2 h. Reaction mixture was cooled and quenched with methanol and the solvent was removed. Solid was suspended in ethylacetate (100 mL) and washed with water, brine and dried over sodium sulphate. The crude product obtained was purified by column chromatography (silica gel, 2% methanol-chloroform) to obtain the title compound. Yield: 0.5 g (67.74%); mp: 230-32° C.; 1H NMR (DMSO-d6, 300 MHz): δ 1.88 (t, 3H, CH3), 2.57 (s, 3H, CH3), 2.86 (t, 2H, CH2), 2.88-2.91 (m, 4H, 2CH2), 3.31-3.41 (m, 4H, 2CH2), 4.45 (d, 2H, CH2), 5.04 (s, 2H, CH2), 5.37 (t, 1H, OH), 7.07 (s, 1H, Ar), 7.13 (s, 1H, Ar), 7.43 (s, 1H, Ar), 7.58 (s, 1H, Ar); MS: m/e (ES+) 437 (M+1).

Provenance & Evidence