Ethanol → HCID 24759310, compound

Participants

Reaction Conditions

Reaction Steps

A solution of sodium carbonate (10.0 mg, 0.0000943 mol) in water (0.1 mL) was added to a mixture of (3R)-1-(4-bromobenzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (19.0 mg, 0.0000466 mol; prepared as Example 37), 4-pyridinylboronic acid (8.60 mg, 0.0000700 mol) and tetrakis(triphenylphosphine)palladium(0) (1.6 mg, 0.0000014 mol) in toluene (200 μL, 0.002 mol) and ethanol (100 μL, 0.002 mol). After stirring the mixture at 120° C. for 6 h, the inorganics were separated by filtration and the filtrate was diluted with methanol and adjusted to a pH of ˜2.0 with TFA. The crude product was purified by prep. HPLC to afford the desired product. LC/MS 406.2 (M+1H)+.

Provenance & Evidence