Sodium hydride → HCID 57305679, compound

Participants

Reaction Steps

A solution of 5.0 g of 3′-bromomethylbiphenyl-3-carbonitrile and 5 ml of triethyl phosphite are mixed together and slowly heated to 150°. The mixture is stirred at 150° for 6 h and after customary working up 6.05 g of diethyl 3′-cyanobiphenyl-3-ylmethylphosphonate (“BA”) are obtained. 150 mg of sodium hydride are added with ice-cooling and under nitrogen to a solution of 1.0 g of “BA” and 3-cyanobenzaldehyde in 20 ml of ethylene glycol dimethyl ether. The mixture is stirred for 4 hours, worked up in the customary manner and 0.93 g of 3′-[2-(3-cyanophenyl)vinyl]biphenyl-3-carbonitrile (“BB”) is obtained. After hydrogenation of 360 mg of “BB” with Pd-C, 5% in methanol, 360 mg of 3′-[2-(3-cyanophenyl)ethyl]biphenyl-3-carbonitrile (“DC”) are obtained. After reaction with hydroxylammonium chloride and hydrogenation with Raney nickel, the compound 3,-[2-(3-amidinophenyl)ethyl]biphenyl-3-carboxamidine, FAB 343

Provenance & Evidence