1,2-Dibromoethane → HCID 59632449, compound

Participants

Reaction Steps

1,2-dibromoethane (40 μL, 0.46 mmol) was added to a stirred suspension of the [1-(2-chlorophenyl)-5-{5-[3-(methylsulfonyl)phenyl]-2-thienyl}-1H-pyrazol-3-yl]acetonitrile (68 mg, 0.15 mmol), benzyltriethylammonium chloride (20 mg, 0.088 mmol), and 50% aqueous NaOH (2 mL) at 0° C., the resulting mixture was stirred at rt overnight. After diluted with water, the mixture was extracted with ether. The combined extracts were washed with brine, dried over Na2SO4, and evaporated in vacuo. The crude product was purified by flash chromatography (0-70% EtOAc/hexanes) to give the title compound as a white solid (59 mg, 82%). 1HNMR (CDCl3): δ 8.04 (m, 1H), 7.84-7.82 (m, 1H), 7.74-7.71 (m, 1H), 7.58-7.43 (m, 5H), 7.21 (d, 1H), 6.79-6.77 (m, 2H), 3.07 9d, 3H), 1.73-1.68 (m, 4H). MS(ES): 480 [M+H]+.

Provenance & Evidence