Morpholine → HCID 53328345, compound

Participants

Reaction Conditions

Reaction Steps

In a oven-dried flask and under a nitrogen atmosphere, were placed tert-butyl N-[(2-bromo-3-methyl-5-nitrophenyl)methyl]carbamate prepared in step C of example 5 (500 mg, 1.45 mmol), (+/−) BINAP (45 mg, 0.07 mmol), Cs2CO3 (661 mg, 2.03 mmol), Pd2dba3 (33 mg, 0.07 eq) and 10 mL of dry 1,4-dioxanne. Morpholine (152 μL, 1.74 mmol) was added and the mixture was stirred at 90° C. for 24 h. The solution was filtered through a celite pad and evaporated. The residue was purified by flash chromatography on silica gel (DCM/AcOEt//9/1) to yield expected compound as a pale brown solid (360 mg, 71% yield); m/z (ESI) 352.2 [M+H]+.

Provenance & Evidence