Sodium Azide → HCID 24764832, compound

Participants

Reaction Steps

A solution of Compound 6 (50 mg, 0.15 mmol), sodium azide (52 mg, 0.75 mmol), triethylammonium hydrochloride (21 mg, 0.15 mmol) in DMF (1 mL) was heated to 110° C. overnight. The mixture was cooled to room temperature, diluted with CH2Cl2. The mixture was eluted through a plug of silica (initially with CH2Cl2, then with 1:9, MeOH: CH2Cl2) provided the crude tetrazole upon solvent removal. Methylation of the crude tetrazole was accomplished by treating the residue with a freshly prepared solution of CH2N2 in ether. The reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel to give Compound 7 (20 mg)

Provenance & Evidence