Azidotrimethylsilane → HCID 58994998, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(4-amino-3-bromo-phenyl)-tetrahydro-pyran-4-carbonitrile (as prepared in the previous step, 141 mg, 0.500 mmol), trimethylsilylazide (133 μL, 1.00 mmol) and tetrabutylammonium fluoride (65 mg, 0.25 mmol) was stirred at 120° C. for 18 h under Ar. After cooling to RT, the mixture was treated with 30 mL of EtOAc and washed with H2O (2×10 mL), 15% citric acid aqueous solution (3×10 mL) and brine (10 mL). After drying over Na2SO4, the organic layer was concentrated in vacuo to afford the title compound (147 mg, 91%) as a faint yellow solid. Mass spectrum (ESI, m/z): Calcd. for C12H14BrN5O, 324.0 (M+H). found 324.1.

Provenance & Evidence