Sodium Carbonate → HCID 23568733, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-chloro-6-propyl-pyrimidin-4-ylamino)-4-methyl-pentanoic acid (3-ethoxy-propyl)-amide (31.4 mg), 4-(trifluoromethoxy)phenylboronic acid (19 mg), sodium carbonate (0.4M aqueous solution, 0.5 mL), and acetonitrile (0.5 mL) was degassed with argon for five minutes. Tetrakis(triphenylphosphine) palladium(0) was added and the mixture was heated to 80° C. for 4 hours. The reaction mixture was taken up in ethyl acetate, washed twice with brine, and the volatiles were removed in vacuo. The product was purified on silica gel, using 50% ethyl acetate/hexanes as the mobile phase, to give 13.5 mg of 4-methyl-2-[6-propyl-2-(4-trifluoromethoxyphenyl)pyrimidin-4-ylamino] pentanoic acid (3-ethoxypropyl) amide. ESI-MS (m/z) 497 [M+H]+.

Provenance & Evidence