tert-Butyl 4-aMino-4-(4-broMophenyl)piperidine-1-carboxylate synthesis

Yield:917925-62-3 99%

Reaction Conditions:

Stage #1: 4-(4-bromo-phenyl)-4-carbamoyl-piperidine-1-carboxylic acid tert-butyl esterwith bis-[(trifluoroacetoxy)iodo]benzene in water;acetonitrile at 20; for 18 h;
Stage #2: with sodium hydrogencarbonate in water;ethyl acetate;

Steps:

H.H2

H2.4-amino-4-(^"4-bromo-phenylVpiperidine- 1 -carboxylic acid tert-butylesterA mixture of 4-(4-bromo-phenyl)-4-carbamoyl-piperidine-l -carboxylic acid tert-butyl ester (1.2Og, 3.13 mmol) and [bis(trifluoroacetoxy)iodo]benzene (1.38g, 3.20mmol) in acetonitrile-water (1:1, 16 ml) was stirred at ambient for 18 hours and then diluted with water (50 ml). The mixture was extracted with ethyl acetate and the combined organic EPO extracts were washed successively with saturated aqueous sodium bicarbonate and brine, dried (MgSO₄) and reduced in vacuo to give the title compound as brown oil (1.1 g, 99%).

References:

WO2006/136829,2006,A2 Location in patent:Page/Page column 127-128