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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883655Generated: October 31, 2026

2-(Bromomethyl)-4-chloro-1-fluorobenzene → tert-butyl [5-chloro-1'-(5-chloro-2-fluorobenzyl)-2,5'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetate

https://huagongshe.com/reaction/883655

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Bromomethyl)-4-chloro-1-fluorobenzeneHCID 2773626—
Reactanttert-butyl [5-chloro-1'-(2-fluorobenzyl)-2,5'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetateHCID 58017127—
Producttert-butyl [5-chloro-1'-(5-chloro-2-fluorobenzyl)-2,5'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetateHCID 2482887472.7%

Reaction Steps

Following the general method as outlined for Intermediate 33, starting from tert-butyl [5-chloro-1′-(2-fluorobenzyl)-2,5′-dioxospiro[indole-3,3′-pyrrolidin]-1(2H)-yl]acetate (intermediate 32) and 5-chloro-2-fluorobenzyl bromide, the title compound was isolated, after purification by chromatography (silica) eluting with cyclohexane containing increasing amounts of ethyl acetate (5 to 40%), as a white solid in 72.7% yield (HPLC purity 94%). MS (ESI+): 493.4; MS (ESI−): 491.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236963B2
Source datasetuspto-grants-2012_08
ORD IDord-69cadbac370a43749d174faf6a9537e3
Source noteuspto-grants-2012_08