4-Iodobenzyl bromide → HCID 69020890, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4R,7S)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 19; 104 mg, 0.50 mmol) and 4-iodo-benzyl bromide (163.5 mg, 0.55 mmol) in N,N-dimethylformamide (5 mL) was heated at 80° C. over the weekend and then allowed to stand at room temperature for three days. The reaction mixture was evaporated and the residue was purified using a Biotage 40S system, eluting with 0-1% methanol/chloroform, followed by drying under high vacuum to give (4R,7S)-2-(4-iodo-benzyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (144 mg, 68%) as an off-white solid. APCI-MS (M+H) 423.

Provenance & Evidence