Acetone → HCID 24898188, compound

Participants

Reaction Steps

Material from Example 5 (0.200 g, 0.536 mmol) was suspended in acetone to which K2CO3 was added. This was treated with bromo-ethyl-acetate (0.089 g, 0.536 mmol) at which time the reaction mixture was heated to reflux for 4 hrs. Reaction mixture cooled to room temperature, solid filtered and concentrated under vacuum giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (24 mg, 10%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.22 (t, J=6.99 Hz, 3H), 2.34 (s, 3H), 2.74 (s, 3H), 4.20 (q, J=6.99 Hz, 2H), 5.47 (s, 2H), 6.49 (d, J=7.72 Hz, 1H), 6.75 (d, J=8.82 Hz, 2H), 7.00 (d, J=8.09 Hz, 1H), 7.20 (d, J=8.46 Hz, 2H), 7.25-7.40 (m, 2H), 7.87 (d, J=8.82 Hz, 1H), 8.63 (d, J=7.72 Hz, 1H), 9.06 (d, J=8.46 Hz, 1H), 9.89 (s, 1H); MS(ESI) m/z 460 (M+H)+, (ESI−) m/z 458 (M−H)−.

Provenance & Evidence