2,4-Dichlorobenzaldehyde → 4-Chloro-2-[4-(2,4-dichloro-benzyl)-piperazin-1-yl]-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester

Participants

Reaction Steps

Titanium isopropoxide (0.25 mL, 0.82 mmol) was added to solution of Example 104k (0.3 g, 0.68 mmol) and 2,4-dichlorobenzaldehyde (0.120 g, 0.68 mmol) in dry methanol (10 mL). The reaction mixture was processed as described in the synthesis of Example 108k using sodium cyanoborohydride (0.041 g, 0.65 mmol) to obtain the title compound as a white solid. Yield: 0.285 g, (68.69%); 1H NMR (DMSO-d6): δ 2.60-2.80 (m, 7H, 2CH2, CH3), 3.20-3.35 (m, 4H, 2CH2), 3.95 (s, 3H, OCH3), 4.65 (s, 2H, CH2), 6.80 (d, 1H, Ar), 6.90 (d, 1H, Ar), 7.25-7.45 (m, 3H, Ar), 8.10 (s, 1H, Ar), 8.50 (s, 1H, Ar); MS: m/e (ES+) 596 (M+1).

Provenance & Evidence