Hydroxyamine hydrochloride → HCID 178426679, compound

Participants

Reaction Steps

To a solution of 6-cyano-2,4-dimethyl-N—((R)-3-{4-[(thiophen-3-ylmethyl)-amino]-piperidin-1-yl}-butyl)-nicotinamide (208 mg, 0.49 mmol) in EtOH (3 ml) was added hydroxylamine HCl (190 mg, 2.73 mmol) and NaHCO3 (239 mg, 2.84 mmol) and the reaction heated to reflux overnight. The mixture was diluted with CH2Cl2 (25 ml) and water (10 ml) and saturated aqueous NaHCO3 (20 ml). The aqueous layer was extracted with CH2Cl2 (2×5 ml) and the combined organic extracts were dried (Na2SO4) and concentrated to afford 6-(N-hydroxycarbamimidoyl)-2,4-dimethyl-N—((R)-3-{4-[(thiophen-3-ylmethyl)-amino]-piperidin-1-yl}-butyl)-nicotinamide (173 mg) as a beige foam.

Provenance & Evidence