HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Bromomethyl)-4-chloro-1-fluorobenzene | HCID 2773626 | — |
| Reactant | tert-butyl [5-chloro-1'-(2-fluorobenzyl)-2,5'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetate | HCID 58017127 | — |
| Product | tert-butyl [5-chloro-1'-(5-chloro-2-fluorobenzyl)-2,5'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetate | HCID 24828874 | 72.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236963B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-69cadbac370a43749d174faf6a9537e3 |
| Source note | uspto-grants-2012_08 |