HuagongsheHuagongshe Chemistry Print Report · For research reference only
Z-6-bromo-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one → racemic (2'R,3R,4'S)-6-bromo-4'-(3-chlorophenyl)-2,3-dihydro-2'-(5-chloro-2-methylphenyl)-2,6'-dioxospiro[indole-3,3'-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Z-6-bromo-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one | HCID 68615044 | — |
| Reactant | 1-(5-Chloro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene | HCID 70203943 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | racemic (2'R,3R,4'S)-6-bromo-4'-(3-chlorophenyl)-2,3-dihydro-2'-(5-chloro-2-methylphenyl)-2,6'-dioxospiro[indole-3,3'-piperidine] | HCID 74370697 | — |
Reaction Steps
In a manner similar to the method described in example 157b, E/Z-6-bromo-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole (0.4 g, 1.10 mmol) prepared in example 157a was reacted with 1-(5-chloro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 160a, in toluene to give racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2,3-dihydro-2′-(5-chloro-2-methylphenyl)-2,6′-dioxospiro[indole-3,3′-piperidine] as a white solid. (Yield 0.3 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-c0df3baa78e049aca6ee81c3f61232f7 |
| Source note | uspto-grants-2009_02 |