Lithium Hexamethyldisilazide → HCID 90110944, compound

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Reaction Steps

To a solution of N-(2,4-dimethoxybenzyl)-1,2,4-thiadiazol-5-amine (1.6 g, 6.39 mmol, 1.5 equiv) in THF (32.0 mL) at −78° C. was added LHMDS (10.65 mL, 10.65 mmol, 2.5 equiv) and the system was stirred for 30 min followed by the slow addition of 6-fluoro-1H-indazole-5-sulfonyl chloride (1-4, 1.0 g, 4.26 mmol, 1.0 equiv) in THF (10.65 mL) and stirred overnight as the system approached ambient temperature. The reaction was quenched with ammonium chloride and extracted with EtOAc. The organic phase was dried over Na2SO4, filtered and concentrated and the residue was purified by normal phase chromatography and used directly in the next step.

Provenance & Evidence