Dolutegravir 2-F imp (Imp-C)

Dolutegravir 2-F imp (Imp-C) is a structurally related impurity arising from fluorination at the 2-position of the benzofuran core of the parent drug. This compound retains the sulfonamide and cyanoacetylamide moieties but features a fluorine substitution at the 2-position of the benzofuran ring, altering electronic and steric properties. It is generated during synthetic pathways involving electrophilic fluorination steps, competing with the desired dolutegravir scaffold formation. The 2-F substitution introduces distinct HPLC retention and NMR spectral characteristics, enabling its quantification as a critical process impurity. This compound serves as a reference standard for HPLC-based impurity profiling in dolutegravir API quality control.