Sodium Hydroxide → HCID 16065363, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 97 (25 mg, 0.0575 mmol) and 10% aq. NaOH (0.32 mL) in EtOH (2 mL) was refluxed (oil bath temperature 105° C.) for 30 min., cooled to r.t. and partitioned between water:AcOEt. The aqueous layer was extracted with AcOEt. The extract was dried (MgSO4), concentrated and separated by means of PTLC using AcOEt as eluent to afford desired inhibitor 98 (2.23 mg, 11% over 2 steps) as a solid. 1H NMR (400 MHz; CDCl3) δ 0.86-0.97 (m, 2H), 1.05-1.26 (m, 4H), 1.53-1.73 (m, 5H), 2.54 (d, J=7.1 Hz, 2H), 3.93 (s, 3H), 7.29 (d, J=2.3 Hz, 1H), 7.55 (s, 1H), 7.69 (d, J=0.5 Hz, 1H), 7.74 (d, J=1.9 Hz, 1H), 8.07 (d, J=1.8 Hz, 1H), 9.31 (bs, 1NH); MS (CI) m/z 295 (MH+).

Provenance & Evidence