2-Methoxyethanol → HCID 58266777, compound

Participants

Reaction Steps

A solution of 9-benzenesulfonyl-3-bromo-5-hydroxy-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (120 mg, 0.28 mmol), 2-methoxyethanol (128 μL, 1.60 mmol) and triphenylphosphine (315 mg, 1.60 mmol) in anhydrous DMF (1.25 mL) was treated dropwise with diethyl azodicarboxylate (252 μL, 1.60 mmol) and the mixture stirred at ambient temperature for 9 h. The mixture was diluted with ethyl acetate (15 mL) and washed with brine (3×10 mL), dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo. The crude material was purified by column chromatography (silica, 5 g column, Si-SPE, 30-50% DCM in pentane) to afford the title compound (50 mg, 37%). 1H NMR (CDCl3, 400 MHz): 9.58 (s, 1H), 8.97 (d, J=2.3 Hz, 1H), 8.76 (d, J=2.3 Hz, 1H), 8.24-8.22 (m, 1H), 8.22-8.00 (m, 1H), 7.66-7.60 (m, 1H), 7.54-7.48 (m, 2H), 4.74-4.69 (m, 2H), 3.87-3.83 (m, 2H), 3.48 (s, 3H). LCMS (Method B): RT=4.25 min, M+H+=487/489.

Provenance & Evidence