Hydrochloric Acid → HCID 178526490, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of NaOH (2.0 g) in H2O (60 mL) was added 5-nitroindazole (2.0 g, 12 mmol), and the mixture was heated until a red solution formed. The mixture was placed in an ice-water bath for 15 minutes after which pyridinium tribromide (4.7 g, 15 mmol) in methanol (15 mL) was added. The mixture was stirred at 0° C. for 5 hours, the pH adjusted to 7 with diluted HCl and the mixture extracted with ethyl acetate. The combined organic layers were washed with H2O, concentrated under reduced pressure and purified by flash chromatography to provide the title compound (1.6 g, 55% yield). 1H NMR (300 MHz, DMSO-d6) ppm 7.80 (m, 1H), 8.28 (m, 1H), 8.50 (m, 1H), 14.09 (s, 1H), MS (DCI/NH3) m/z 243[M+H]+.

Provenance & Evidence