Potassium Carbonate → HCID 86727369, 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 (Example #75, Step A, 0.05 g, 0.104 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (0.035 g, 0.209 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloride dichloromethane complex (0.017 g, 0.021 mmol) and K2CO3 (0.029 g, 0.209 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 and the filtrate was concentrated in vacuo. The residue was purified by preparative-TLC (eluting with 50% EtOAc in petroleum ether) to give 4-(7-isopropenyl-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 (0.035 g, 76%) as a pale-white solid. LC/MS (Table 1, Method 5) Rt=3.653 min.; MS m/z: 441 [M+H]+.

Provenance & Evidence