US Patent No. 9,303,013

CONJUGATES AND ASSOCIATED METHODS OF PRODUCING THEM FOR THE PREVENTION OR TREATMENT OF NICOTINE ADDICTION


Patent No. 9,303,013
Issue Date April 05, 2016
Title Conjugates And Associated Methods Of Producing Them For The Prevention Or Treatment Of Nicotine Addiction
Inventorship Janice Ethel Sieser, Ivoryton, CT (US)
Robert Alan Singer, Niantic, CT (US)
Assignee Pfizer Inc., New York, NY (US)

Claim of US Patent No. 9,303,013

1. A method for producing a compound of formula (VII):
comprising the steps of:
(i) combining a compound of formula (IIIA) or (IIIB):
with a first base;
(ii) reacting the product of step (i) with an iodide source, a metal catalyst, and a ligand;
(iii) reacting the product of step (ii) with ethylene glycol, a second base and a metal catalyst;
(iv) producing a compound of formula (V):

(v) reacting said compound of formula (V) with tosyl chloride and an amine base;
(vi) producing and isolating a compound of formula (VI):

(vii) reacting said isolated compound of formula (VI) with an ammonia source; and
(viii) yielding the resulting compound of formula (VII).