Potassium Carbonate → HCID 86727609, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2S,5R)-4-[7-bromo-4-methyl-3-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (0.4 g, 0.626 mmol), 2-fluorophenylboronic acid (0.105 g, 0.752 mmol), K2CO3 (0.173 g, 1.253 mmol) and PdCl2(dppf)-CH2Cl2 adduct (0.101 g, 0.125 mmol) in dioxane (8 mL) and water (2 mL) was stirred at 90° C. for 2.5 h. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 0-20% EtOAc in petroleum ether) to give (2S,5R)-4-[7-(2-fluoro-phenyl)-4-methyl-3-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (0.250 g, 61%) as a solid. LC/MS (Table 1, Method 25) Rt=1.143 min.; MS m/z: 654 [M+H]+.

Provenance & Evidence