1-(Bromomethyl)-3-chlorobenzene → HCID 58017135, compound

Participants

Reaction Steps

Following the general procedure (Route A) as outlined above for the synthesis of intermediate 16, methyl (5-chloro-2,2′,5′-trioxospiro[indole-3,3′-pyrrolidin]-1(2H)-yl)acetate, intermediate 47, (2.94 g, 9.11 mmol) was reacted with potassium tert-butoxide (1.07 g, 9.57 mmol) and 3-chlorobenzyl bromide (1.25 ml, 9.57 mmol) in anhydrous N,N-dimethylformamide (90 ml) at ambient temperature for two hours to give the title compound (2.10 g, 52%) as slightly pink powder after trituration from tetrahydrofuran/diethyl ether. The compound was isolated in several fractions (HPLC purity: 96-99%). MS (ESI+): 447.3; MS (ESI−): 445.3

Provenance & Evidence