Ethanol → (3R,4S)-4-[4'-(2-Methylaminoethyl)biphenyl-4-yloxy]-1-pyridin-3-yl-pentan-3-ol

Participants

Reaction Conditions

Reaction Steps

Prepared according to the method described in Example 12b) from [2-(4-bromophenyl)ethyl]-N-methylamine hydrochloride (0.214 g, Example 30a)), ethanol (1 ml), toluene (4 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.2 g, Example 11)), and tetrakis(triphenylphosphine)palladium (0) (0.02 g) with heating at 120° C. for 4 hours. After work-up, the residue was purified by normal-phase HPLC eluting a gradient of 0-25% ethanol in dichloromethane to give the title compound as a pale yellow solid (0.081 g).

Provenance & Evidence