Sodium Carbonate → HCID 178478704, compound

Participants

Reaction Steps

3-(Naphthalene-1-sulfonyl)-1H-indazol-5-ylamine A mixture of 3-(naphthalen-1-ylsulfanyl)-5-nitro-1H-indazole (5.50 g, 17.11 mmol) and 3-chloroperoxybenzoic acid (17.91 g, 103.80 mmol) in CHCl3 (115 mL) was stirred at room temperature for 4 hr, diluted with EtOAc, washed with Na2SO3 solution, water, brine, dried over Na2SO4, and concentrated in vacuo to effort the crude intermediate which was carried out directly for the next step reaction without further purification. The mixture of the crude sulfone intermediate, tin mossy (15.79 g, 133.01 mmol) in MeOH and conc. hydrochloric acid was heated at 60° C., diluted with CH2Cl2, and neutralized to basic with NaOH or Na2CO3 solution. The aqueous layer was extracted with CH2Cl2. Combined organic layers were dried over Na2SO4 and concentrated in vacuo followed by chromatography purification to provide the title compound (2.50 g, 45% overall yield). MS (ES+) m/e 324 (MH+) Step 4

Provenance & Evidence