Isobutylamine → HCID 69518625, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (Example 7a, Step 2) (0.5 g, 1.54 mmole) and isobutylamine (0.15 mL, 1.54 mmole) was dissolved in anhydrous DMF (5 mL), which was warmed to 90° C. and treated with K2CO3 (0.25 g, 1.84 mmole). The mixture was maintained at 90° C. for 24 hrs, cooled to room temperature, filtered through celite and condensed to a viscous oil. The oil was purified by flash chromatography (silica gel) with 40% methylene chloride in hexane to give a light yellow oil (0.44 g, 76%): GCMS m/z 377.00 (M+). 1H NMR (CDCl3/400 MHz) 7.57 (s, 1H), 7.09 (s, 1H), 6.30 (s, 1H), 5.63 (q, 1H, J=7.0 Hz), 4.27 (m, 2H), 3.00 (m, 2H), 1.95 (m, 1H), 1.31 (m, 3H), 1.00 (m, 6H).

Provenance & Evidence