Potassium Carbonate → HCID 24769608, compound

Participants

Reaction Conditions

Reaction Steps

To a 50 mL vial which contained a solution of 4-Pyrrol-1-yl-phenol (500 mg, 3.1 mmol) and 1-(2-chloroethyl)piperidine hydrochloride (1.25 g, 6.2 mmol) in DMF (30 mL) was added K2CO3 (1.8 g, 13 mmol) at rt. The reaction mixture was heated to 85° C. and stirred at 85° C. for 72 h. After cooled to rt, the reaction mixture was poured into 30 mL ice-water mixture and then was extracted with EtOAc (3×50 mL). The combined organic layers were washed with water (3×50 mL) and brine (30 mL), dried over Na2SO4. After concentrated in vacuo, the residue was purified by a column chromatography on silica gel eluting with ethyl acetate:hexane (1:4-1:1) to yield the title compound (330 mg 40%); 1HNMR (500 MHz, CDCl3) 7.29 (d, J=9.0 Hz, 2H), 6.99 (t, J=2.0 Hz, 2H), 6.95 (d, J=9.0 Hz, 2H), 6.32 (t, J=2.0 Hz, 2H), 4.12 (t, J=6.0 Hz, 2H), 2.79 (t, J=6.0 Hz, 2H), 2.52 (br, 4H), 1.44-1.63 (m, 6H); LCMS; m/z (ESI+ 271.6, M+1); 98%;

Provenance & Evidence