Cesium carbonate → Tert-butyl (2-chloro-5-cyano-3-(2-methyl-1-oxo-2,8-diazaspiro[4.5]decan-8-yl)phenyl)carbamate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate (349 mg, 1.052 mmol), 2-methyl-2,8-diazaspiro[4.5]decan-1-one (177 mg, 1.052 mmol), Pd2dba3 (96 mg, 0.105 mmol), BINAP (197 mg, 0.316 mmol), and Cs2CO3 (1028 mg, 3.16 mmol) in Dioxane (15 mL) was evacuated and filled with nitrogen 3× and heated at 105° C. overnight. The reaction mixture was filtered through a plug of celite and the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel using an automated ISCO system (40 g column, eluting with 10% to 100% EtOAc in Hexane) to give tert-butyl (2-chloro-5-cyano-3-(2-methyl-1-oxo-2,8-diazaspiro[4.5]decan-8-yl)phenyl)carbamate (197 mg)

Provenance & Evidence