Acetic Acid → HCID 22615044, compound

Participants

Reaction Steps

A mixture of the compound of Example 42 (25.3 mg), formalin (37%, 5.7 μl), acetic acid (12 μl) and sodium cyanoborohydride (6.4 mg) was stirred in MeOH (2 ml) at room temperature for 1.5 hours. MeOH was evaporated to dryness, the residue was purified by silica gel TLC (dichloromethane-MeOH=10:1) to give the title compound as a colorless oil (23.4 mg). FAB-MS: m/z 515 (MH+); 1H-NMR (CDCl3): δ 1.26 (3H, t, J=7 Hz), 2.03 (2H, quintet, J=6.5 Hz), 2.25 (3H, s), 2.27 (3H, s), 2.61 (2H, t, J=7 Hz), 3.55 (2H, s), 3.61 (2H, q, J=7 Hz), 4.10 (2H, t, J=6 Hz), 4.57 (2H, s), 5.09 (2H, s), 6.58 (1H, d, J=8 Hz), 6.63 (1H, s), 6.97 (1H, dd, J=9 Hz, 2.5 Hz), 7.0-7.2 (4H, m), 7.37 (1H, d, J=9 Hz), 7.64 (1H, dt, 7.5 Hz, 1.5 Hz), 8.42 (1H, dd, J=5 Hz, 1.5 Hz), 8.51 (1H, d, J=1.5 Hz).

Provenance & Evidence