Potassium Hydroxide → HCID 69216631, compound

Participants

Reaction Steps

A mixture of Example 474 (26.9 mg, 0.05 mmol) and N-(3-bromopropyl)phthalimide (16.1 mg, 0.06 mmol) was treated with KOH (3.4 mg, 0.06 mmol) and stirred at room temperature for 5 hours. The reaction mixture was then diluted with ethyl acetate, washed with water and brine, dried (MgSO4), filtered and concentrated. The concentrate was purified by silica gel column chromatography (0 to 60% ethyl acetate in dichloromethane) to give the title compound. MS (ESI) m/e 725 (M+H)+; 1H NMR (300 MHz, DMSO-d.6 □ 9.76 (s, 1H), 7.70-7.88 (m, 5H), 7.71 (d, J=8.1 Hz, 1H), 7.23 (d, J=1.7 Hz, 1H), 7.10-7.16 (m, 3H), 7.00 (d, J=8.5 Hz, 1H), 6.80-6.95 (m, 7H), 3.99-4.08 (m, 4H), 3.78 (t, J=6.4 Hz, 2H), 3.69-3.73 (m, 4H), 3.62 (s, 3H), 2.95-2.98 (m, 4H), 2.86 (t, J=6.8 Hz, 2H), 2.06-2.12 (m, 2H).

Provenance & Evidence