A process and new oxazolinic intermediates for the preparation of
4-(8-chloro-5,6-dihydro-11H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridin-11-yli-
dene)-1-piperidinecarboxylic acid ethyl ester (loratadine) is described.
The process starts from
2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine, a new
intermediate to obtain loratadine. 2-(4,4-dimethyl-4,
5-dihydrooxazol-2-yl)-3-methyl-pyridine is condensed with
3-chloro-benzyl-chloride and the resultant product is treated with
Grignard reagent of 4-chloro-N-methyl-piperidine.
[3-(2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl]-1-(methyl-piperidin-4-yl)-me-
thanone is obtained for subsequent hydrolysis. Starting from this last
compound it is possible to obtain loratadine with known methods.