Potassium Carbonate → HCID 86727468, compound

Participants

Reaction Steps

A mixture of 4-(7-bromo-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.02 g, 0.042 mmol), phenylboronic acid (0.01 g, 0.083 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloride dichloromethane complex (0.007 g, 0.008 mmol) and K2CO3 (0.012 g, 0.083 mmol) in dioxane (1 mL) and water (0.2 mL) was heated to reflux for 8 h. The reaction mixture was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo and the residue was purified by preparative TLC (eluting with 50% EtOAc in petroleum ether) to give tert-butyl-4-(1-methyl-2-oxo-8-phenyl-1,2,3,5-tetrahydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-9-yl)piperidine-1-carboxylate (0.02 g, 100%) as a pale-white solid. LC/MS (Table 1, Method 3) Rt=1.596 min.; MS m/z: 477 [M+H]+.

Provenance & Evidence