Methanol → HCID 53230339, compound

Participants

Reaction Conditions

Reaction Steps

NaBH4 (0.117 g, 0.82 mmol) was added to a solution of 1-(2-oxo-ethyl)-cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-iodo-phenylamino)-benzofuran-7-yl]-amide (0.086 g, 0.1557 mmol) in dry THF (10 mL) at 0° C. This was followed by the addition of methanol (2 mL) dropwise over a period of 10 minutes at 0° C. The reaction mass was stirred for 30 minutes at 10° C. The reaction was monitored by TLC (60% ethyl acetate in hexane). The reaction mass was partitioned between ethyl acetate (50 mL) and water. The organic layer was washed with water, brine solution and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (60% ethyl acetate in hexane) afforded 0.040 g of the product (46% yield). 1H NMR (DMSO-d6, 300 MHz): δ 9.56 (bs, 1H), 8.34 (d, 1H), 7.77 (bs, 1H), 7.56 (dd, 1H), 7.48 (d, 1H), 7.22 (d, 1H), 6.48-6.52 (m, 1H), 4.52 (bs, 1H), 3.51 (t, 2H), 2.20 (t, 2H), 0.85 (t, 2H), 0.55 (t, 2H). LCMS: 100%, m/z=550.8 (M−1). HPLC: 96.79%

Provenance & Evidence