Triethylamine → Methyl 3-(2,3-dihydroxypropyl)amino-2-(3,5-dinitropyridin-2-yl)-2-butenoate

Participants

Reaction Steps

To a solution of 0.5 g (0.0026 m) 3,5-dinitro-2-fluoropyridine (1) and 0.3 g (0.0026 m) triethylamine in 10 ml isopropanol is added 0.48 g (0.0025 m) methyl 3-(2,3-dihydroxypropyl)amino-2-butenoate (2). This solution is stirred at room temperature for two days, concentrated to an oil in vacuo and the residue is chromatographed on silica gel with 8% methanol/chloroform. The material with Rf =0.5 is collected. This reddish brown material is recrystallized from acetonitrile/n-butylchloride, m.p. 128°-9°.

Provenance & Evidence