Cyclocondensation of 2-alkyl-1-aminopyridinium iodides 1a-c with phosp
horus trichloride in the presence of triethylamine gives 1,2,3-diazaph
ospholol[,5-a]pyridines 2a-c. 1-Unsubstituted products 2a,b undergo di
chlorophosphinylation at the 1-position. Hydrolysis causes rupture of
the N=P bond in 2c leading to opening of the five-membered ring. Dimet
hyl sulphate methylates 2c at N-3.