3-Aminopyridine → HCID 131724640, compound

Participants

Reaction Steps

To a mixed anhydride solution prepared from 200 mg (0.41 mmol) of borrelidin according to Example 3 188 mg (2 mmol) of 3-aminopyridin were added. After stirring for 3 hours, the starting borrelidin (Rf=0.43) disappeared and the product (Rf=0.25) appeared, which was proved by thin-layer chromatography (silica gel plate, eluent system: chloroform/methanol 95:5). The reaction mixture was evaporated to dryness. The dry residue was dissolved in 100 ml of chloroform, washed with 3×30 ml of water, dried over sodium sulfate and evaporated to dryness. The dry residue was chromatographed on a silica gel column with mixtures of dichloromethane and ethyl acetate of increasing ethyl acetate content. The fractions containing the product eluting with a 1:9 eluting mixture were combined and evaporated to dryness. The structure of the thus-obtained solidifying oily product (144 mg) was confirmed by spectroscopic (PMR, CMR, TS) data.

Provenance & Evidence