Hydroxyamine hydrochloride → HCID 11774426, compound

Participants

Reaction Steps

A solution of N-Benzyl-2-[3-((2R)-2-{(2R)-2-[6-(2,5-dimethyl-pyrrol-1-yl)-pyridin-3-yl]-2-hydroxy-ethylamino}-propyl)-phenyl]-acetamide (preparation 1, 148 mg, 0.30 mmol) in ethanol (5 ml) was treated with hydroxylamine hydrochloride (103 mg, 1.48 mmol) and the resulting mixture heated to 85C. for 48 hours. The reaction was cooled to room temperature and passed through a Strong Cation Exchange column eluting with methanol followed by 2N ammonia in methanol to elute the product. Further purification by flash column chromatography eluting with dichloromethane:methanol: 880 ammonia (97:3:0.5 changing to 90:10:1 by volume) gave the title compound as a pale yellow solid (36 mg).

Provenance & Evidence