Methyl 4-(bromomethyl)benzoate → HCID 57941324, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4S,7R)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 19; 250 mg, 1.21 mmol) and methyl 4-(bromomethyl)-benzoate (0.27 g, 1.18 mmol) in N,N-dimethylformamide (12 mL) was heated at 100° C. overnight. 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 (4S,7R)-4-(1,7,8,8-tetramethyl-3-oxo-1,3,4,5,6,7-hexahydro-4,7-methano-indazol-2-ylmethyl)-benzoic acid methyl ester (256 mg, 61%) as a light yellow oil.

Provenance & Evidence