Lithium iodide → HCID 178489052, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (±)-methyl 2-(5-cyano-1H-benzo[d]imidazol-2-yl)-2-(5-methoxy-7-methyl-1H-indol-4-yl)cyclopropanecarboxylate (Example 142-C) (40 mg, 0.1 mmol) in pyridine (5.0 mL) was added lithium iodide (800 mg, 59.8 mmol) and this mixture was stirred at 125° C. overnight. The reaction was partitioned between EtOAc and cold 0.5N HCl solution and the layers separated. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product was purified by RP-HPLC (HC-B) to give the title compound. 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.75 (br.s., 1H), 7.55 (br.s., 1H) 7.27-7.55 (m, 1H) 7.17 (br.s., 1H) 6.79 (s, 1H) 6.50 (d, J=3.03 Hz, 1H) 3.81 (s, 3H) 2.52 (s, 3H) 2.22 (d, J=7.33 Hz, 1H) 1.30 (t, J=6.57 Hz, 1H), 0.88-0.92 (m, 1H). HRMS calcd. for C22H18N4O3 (M+H)+ 387.1412. found 387.1443.

Provenance & Evidence