Patent ID: 7858399

Claim:
A method of making procainamide analogs, comprising the steps of: a) activating the carboxyl group on a substituted benzoic acid derivative of Formula 1: toward nucleophilic attack; where each P is independently selected from the group consisting of a protecting group, an alkyl group, an acyl group, and a hydrogen atom; and n is 1, 2, or 3; and, b) reacting the activated benzoic acid derivative with a polyamine of Formula 2: where R is hydrogen, aryl or alkyl to produce a benzoic acid derivative of Formula 3: and c) reacting the benzoic acid derivative of Formula 3 with a compound of Formula 4: wherein: X is a leaving group; each CY 2 group is independently selected from the group consisting of a methylene group, a monoalkylmethylene group, and a carbonyl group; L is a linking group selected from the group consisting of (CH 2 ) m and (CH 2 CH 2 O) p CH 2 CH 2 , where m is between 2 and 10 and p is between 1 and 4; P 2 is a hydrogen atom, an alkyl group, or a protecting group; and q is between 1 and 10, wherein an aliphatic terminal amine nitrogen of the benzoic acid derivative of Formula 3 reacts to displace X of the compound of Formula 4 to produce a reaction product of Formula 5: wherein R, CY 2 , P 2 , q and L are as defined above.