Methyl iodide → HCID 56603323, compound

Participants

Reaction Steps

2-Methyl-2-{5-[2-methyl-2-(tetrahydro-pyran-4-sulfonyl)-propionylamino]-isoxazol-3-yl}-propionic acid (208 mg, 0.54 mmol) is dispersed in acetonitrile (5 mL). 1,8-diazabicyclo[5,4,0]undec-7-ene (0.096 mL, 0.64 mmol) is added and followed by the addition of methyl iodide (0.073 mL, 1.18 mmol). The reaction mixture is stirred at room temperature for 3.5 h. After this time, the reaction mixture is quenched with saturated aqueous NH4Cl solution and extracted with ethyl acetate twice. The organic extracts are combined and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to provide the title compound. Purification by flash chromatography on silica gel using methanol/DCM provides the title compound. Yield: 79%; m/z 403 [M+H].

Provenance & Evidence