Ammonium Chloride → HCID 178507706, compound

Participants

Reaction Conditions

Reaction Steps

Trans-N1-(benzo[d]thiazol-2-yl)-N3-(3-nitropyridin-2-yl)cyclobutane-1,3-diamine (580 mg, 1.699 mmol), ammonium chloride (46 mg, 0.849 mmol) and iron dust (0.036 mL, 5.10 mmol) were suspended in a mixture of water (1.000 mL) and ethanol (3 mL). The reaction mixture was stirred at 50° C. for 16 hours then cooled and partitioned between water (100 mL) and ethyl acetate (100 mL). The organic phase was dried with sodium sulfate and evaporated to dryness under reduced pressure. Purification using silica chromatography (hexane to ethyl acetate gradient) gave N2-(trans-3-(benzo[d]thiazol-2-ylamino)cyclobutyl)pyridine-2,3-diamine (370 mg, 1.188 mmol, 69.9% yield) as light-yellow solid.

Provenance & Evidence