2-Pyridinemethanamine → HCID 131724639, compound

Participants

Reaction Steps

To a mixed anhydride solution prepared from 200 mg (0.41 mmol) of borrelidin according to Example 3 206 μl (2 mmol, 216 mg) of 2-picolylamine were added. After stirring for 3 hours, the starting borrelidin (Rf=0.52) disappeared and the product (Rf=0.29) appeared, which was proved by thin-layer chromatography (silica gel plate, eluent system: chloroform/methanol 3:7). 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 chloroform and ethyl acetate of increasing ethyl acetate content. The fractions containing the product eluting with a 1:1 eluting mixture were combined and evaporated to dryness. The structure of the thus-obtained solidifying oily product (188 mg) was confirmed by spectroscopic (PMR, CMR, TS) data.

Provenance & Evidence