HCID 23045081, compound → HCID 14210580, compound

Participants

Reaction Steps

From 4-amino-3,5-dichloro-α-[[(phenylmethyl)[5-[2-(2-pyridinyl)ethoxy]pentyl]amino]methyl]benzenemethanol (2.67 g), using pre-reduced 10% palladium on charcoal (50% aqueous paste, 400 mg) as the catalyst for hydrogenation. FCC eluting with System C (95:5:1) gave the title compound as a pale yellow oil (1.74 g), t.l.c. (System C 95:5:1) Rf 0.07. A solution of the title compound (900 mg) in methanol (5 ml) was treated with fumaric acid (127 mg) in methanol (5 ml) and the solution was concentrated. Trituration of the resultant foam with diethyl ether gave the (E)-butenedioate (salt) (2:1) as a white solid (0.95 g), m.p. 140°-142°.

Provenance & Evidence