Thomas Koppe

On the regiochemistry of the alkylation of tert-butyl N-[6-butyl-1,2-dihydro-2-oxo-3-pyridylmethyl]carbamate: Precursor of a series of potent angiotensin II receptor antagonists

Abstract The key intermediate 5 of a large number of potent AT 1 selective angiotensin II antagonists e.g. the potent cyclopropylmethyl derivative 1 (EMD 69943) was synthesized by regioselective alkylation of carbamate 3 with the well-known 4′-(bromomethyl)biphenyl-2-carbonitrile ( 4 ) and n-butyllithium as the preferred base.