p-Toluenesulfonic acid → HCID 68903059, compound

Participants

Reaction Steps

A mixture of 4-{2-[(2-hydroxyethyl)amino]-1,3-thiazol-4-yl}benzonitrile (1.0 g, 4.0 mmol), prepared in the previous step, 2,2-dimethoxypropane (7.2 mL, 61.2 mmol) and a catalytic amount of p-toluenesulfonic acid in toluene (90 mL) was heated at 90° C. overnight. The reaction was cooled and concentrated to a residue. Purification of the crude product on silica gel using 5% ethyl acetate:hexane as the eluent gave 480 mg of impure product. Final purification by reverse phase HPLC using an isocratic system of 80:20 acetonitrile:water gave the title compound (107 mg, 10%), mp 108-111° C.

Provenance & Evidence