HCID 14208763, compound → HCID 14208765, compound

Participants

Reaction Steps

A solution of the product prepared in Example 37 (6.6 g, 0.017M) in methanol (200 ml) and AcOH (20 ml) was hydrogenated (10% Pd-C, 0.66 g) in a Parr apparatus at an initial pressure of 40 psi overnight. The resulting solution was filtered through Celite, evaporated, and crystallized from methanol/ether to give the titled compound (2.33 g, 46% yield). The product was recrystallized from methanol/CCl4 and dried in vacuo to give pure product, mp 193°-195° C. (dec). NMR (DMSO-d6) δ 2.70-3.50 (m, 4H, --CH2 --N--CH2), 5.15 [s, 2H, (2×) ArCHO), 5.95 (s, 2H, --OCH2O), 6.95 (s, 2H, aromatic H), 7.25 (m, OH); MS: 205 (M+).

Provenance & Evidence