Demiditraz IMpurity synthesis

Yield:-

Reaction Conditions:

with hydrogen;palladium dihydroxide in methanol at 60; under 15514.9 Torr; for 18 h;Product distribution / selectivity;

Steps:

1

A solution of the compound of Preparation 194 (11.0 g, 38.1 mmol) and palladium(II) hydroxide (1.10 g, 7.83 mmol) in methanol (100 ml) was heated to 60° C. at a pressure of 300 psi under a hydrogen atmosphere for 18 h. The reaction mixture was then filtered and concentrated in vacuo and the residue was re-crystallised from hot acetonitrile (50 ml) to give the title compound (3.27 g).Experimental MH⁺ 201.3; expected 201.1¹H-NMR (CD₃OD): 1.50-1.55 (3H), 2.15-2.20 (3H), 2.20-2.25 (3H), 4.40-4.50 (1H), 6.80-6.85 (1H), 6.90-6.92 (2H), 6.95-7.00 (2H)Rhip. Funct. ED₁₀₀ mg/cm²=0.1

References:

US2007/167506,2007,A1 Location in patent:Page/Page column 22-23