Potassium Iodide → HCID 70027421, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2 g (0.006 mole) of 1-[5-(4-chlorobenzoyl)-1H-pyrrol-3-yl]-2-(1-piperidinyl)ethanone, 1.4 g (0.0078 mole) of dimethylaminopropyl chloride hydrochloride, 5.2 g (0.042 mole) of K2CO3, and 1 g (0.006 mole) of potassium iodide in 40 mL of DMF was stirred overnight then heated to 70° C. for 5 h. After cooling the reaction mixture was poured into water, and extracted with Et2O. The organics were washed with water, brine and dried (K2CO3). The solvent was evaporated in vacuo and treated with ethereal HCl in 2-PrOH to give 0.73 g (29%) of Compound 14. mp 138-141° C. CIMS m/z416 (MH+). 1H NMR (300 MHz, DMSO-d6) δ 8.35 (Ar, 1H); 7.8 (Ar, 2H); 7.7 (Ar, 2H); 7.2 (Ar, 1H); 4.8 (m, 2H); 4.6 (t, 2H); 3.4 (m, 3H); 3.15-2.9 (m, 4H); 2.75 (d, 6H); 2.2 (m, 2H); 1.9-1.65 (m, 4H); 1.4 (m, 1H). Anal calc'd for: C23H30CIN3O2. 2HCl.1.3H2O: C, 54.00; H, 6.80; N, 8.21. Found: C, 53.69; H, 6.89; N, 7.93 KF 4.04.

Provenance & Evidence