Sodium borohydride → HCID 66803022, compound

Participants

Reaction Steps

To a solution of methyl 5-(3-{4-amino-6-[(2-methoxyethyl)(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyridine-2-carboxylate (Example 311, 212 mg, 0.472 mmol) in anhydrous THF (50 mL) at 0 C, under nitrogen, was added sodium borohydride (45 mg, 1.18 mmol) portion-wise. The resulting reaction mixture was stirred at room temperature for 16 h and then quenched with a saturated ammonium chloride aq. solution (10 mL). The solution was extracted into EtOAc (3×25 mL) and combined organics washed with brine, dried over magnesium sulfate and evaporated to dryness to afford the title compound as a yellow solid (186 mg, 94%). Method C HPLC-MS: MH+ requires m/z=421. Found: m/z=421, Rt=1.19 min (73%).

Provenance & Evidence