Water → HCID 67537701, compound

Participants

Reaction Steps

At 40° C., 35 mg (0.44) mmol of acetyl chloride are added dropwise to a solution of 100 mg (0.29 mmol) of N-cyclopropyl-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine-2-amine and 80 mg (0.58 mmol) of potassium carbonate in 5 ml acetonitrile. After 4 h, 30 ml of water are added, and the reaction mixture is extracted with ethyl acetate (3×25 ml). The combined organic phases are dried over MgSO4 and freed from the solvent under reduced pressure. The residue is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 39 mg (31%) of the desired product; 1H-NMR(MeCN-d3) δ: 8.40 (d, 1H), 7.49 (m, 2H), 7.16 (d, 1H), 7.108 (m, 3H), 3.05 (q, 2H), 2.99 (m, 1H), 2.07 (s, 3H), 1.40 (t, 3H), 0.79 (m, 2H), 0.44 (m, 2H).

Provenance & Evidence