Sodium hydride → HCID 44193422, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (tetrahydro-pyran-4-yl)-methanol (4 mL) at room temperature is added NaH (55 mg of a 60% dispersion in oil, 1.4 mmol). The reaction is warmed to 50° C. and stirred for 30 min. After this time, 2-bromo-N-(3-tert-butyl-isoxazol-5-yl)-2-methyl-propionamide (0.20 g, 0.69 mmol) is added and THF (2 mL) is introduced. The reaction is stirred at 60° C. for 5 h before it is quenched by the addition of methanol. The solvent is removed under reduced pressure and the crude residue that remains is purified by preparative HPLC to give the title compound (38 mg, 17%). m/z 289 [M+H+].

Provenance & Evidence