Potassium Carbonate → HCID 22036586, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-nitro-1H-indazole (0.500 g, 3.07 mmol) and potassium carbonate (0.889 g, 6.44 mmol) in 15.3 mL of DMF was stirred for 30 minutes after which (3-chloro-propyl)-dimethyl-amine hydrochloride (0.553 g 3.50 mmol) was added. The reaction mixture was then heated to 60° C. for 6 hours, cooled to room temperature and filtered through a plug of silica gel which was rinsed with triethylamine/ethyl acetate (1/4). The filtrate was concentrated under reduced pressure and the residue purified by flash chromatography (silica gel, triethylamine/ethyl acetate 1/30). 1H NMR (300 MHz, DMSO-D6) δ ppm 1.97 (m, 2 H), 2.10 (m, 6 H), 2.14 (m, 2 H), 4.58 (t, J=6.78 Hz, 2 H), 7.99 (m, 2 H), 8.32 (m, 1 H), 8.74 (m, 1 H); MS (DCI/NH3) m/z 249 [M+H]+.

Provenance & Evidence