Phosphorus oxychloride → 7-chlorofuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(methoxyimino)-2,3-dihydrofuro[2,3-c]pyridine 6-oxide (5.35 mmol) in 30 mL DCM were added 2.9 mL phosphoryl chloride at 0° C. The mixture was heated to 50° C. for 7 h, concentrated in vacuo, redissolved in DCM and quenched with solid NaHCO3 and then water. The aqueous layer was extracted with DCM (2×). The combined organic layers were dried over MgSO4 and concentrated in vacuo. Purification by CC (KP-SIL™ from Biotage) using Hept/EtOAc (8/2) gives the desired product as beige solid;

Provenance & Evidence