Potassium Carbonate → HCID 67016364, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-nitropyrazole (904 mg, 8 mmol) and potassium carbonate (3.3 g, 24 mmol) in DMF (10 mL) was added (2-bromoethoxy)(tert-butyl)dimethylsilane (0.6 mL, 2.9 mmol) and the mixture was heated to 50° C. for 2 h. Further (2-bromoethoxy)(tert-butyl)dimethylsilane (1.4 mL, 6.7 mmol) was added and the mixture was heated to 50° C. for 4 h. The solvent was removed in vacuo and the residue was partitioned between DCM (10 mL) and water (10 mL). The organic phase was passed through a hydrophobic frit and the solvent was removed in vacuo. The residue was purified by silica gel column chromatography, eluting with iso-hexane/ethyl acetate (100/0 to 0/100), to give the title compound (2.15 g, 99%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.20 (s, 1H), 8.08 (s, 1H), 4.24 (t, J=4.9 Hz, 2H), 3.95 (t, J=4.9 Hz, 2H), 0.84 (s, 9H), −0.04 (s, 6H). LC-MS (ESCI): m/z=272 (M+H)+.

Provenance & Evidence