HCID 11613980, compound → HCID 11545770, compound

Participants

Reaction Steps

To a suspension of 7-(3-tert-butylamino-2-hydroxy-propoxy)-3′,5′-dibenzyloxy-flavone, 34 (1.0 g, 1.73 mmol) in dry methanol (60 mL) was added 40 mg 10% Pd/C. The reaction mixture was shaken in Parr hydrogenation assembly under hydrogen gas atmosphere at 60 lbs for 4 h after replacement of the air by nitrogen. The Pd/C was filtered and methanol evaporated on rotavapor under reduced pressure to provide 48. Yield 660 mg (96%); mp 153° C. (decomposes); MS (FAB) 400 (M++1); IR (KBr) 3401, 1618; 1H NMR (200 MHz, DMSO-d6) δ 7.98 (d, J=8.8 Hz, 1IH), 7.30 (s, 1H), 7.13 (d, J=8.8 Hz, 1H), 6.90 (d, J=1.2 Hz, 2H), 6.7 (s, 1H), 6.52 (s, 1H), 4.27-4.23 (m, 3H), 3.18-2.99 (m, 2H), 1.32 (s, 9H). Analysis Calcd for C22H25NO6: C, 66.15; H, 6.31; N, 3.51. Found: C, 66.19; H, 6.47; N, 3.43.

Provenance & Evidence