Phosgene → HCID 89714647, compound

Participants

Reaction Steps

100 mg (226.5 μmol) of 4-(4-amino-3-fluorophenyl)-6-ethyl-8,8-dimethyl-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one suspended in 2 ml of dioxane are heated at 50° C. for 30 minutes in the presence of 179 μl of a 1.9 M solution of phosgene (339.75 μmol) in toluene and 58 μl (339.5 μmol) of DIEA. 101 mg (1.13 mmol) of 2-hydroxy-2-methylpropylamine dissolved in 1 ml of dioxane are then added. The reaction medium is stirred for 16 hours at room temperature and then diluted with water. The precipitate formed is filtered off and washed with water and then with ether. The solid obtained is dissolved in a minimum amount of DCM and then reprecipitated from ether to give 66 mg of 1-{4-[6-ethyl-8,8-dimethyl-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-5-oxo-5,6,7,8-tetrahydro-9-oxa-1,3,6-triazabenzocyclohepten-4-yl]-2-fluorophenyl}-3-(2-hydroxy-2-methylpropyl)urea.

Provenance & Evidence