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'-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Z-6-bromo-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one | HCID 68615044 | — |
| Reactant | 1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene | HCID 70178504 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | racemic (2'R,3R,4'S)-6-bromo-4'-(3-chlorophenyl)-2'-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 74370695 | 54% |
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-fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 36a in toluene to give racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.3 g, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-df94cf49f8d34a59983998b3502f2b0c |
| Source note | uspto-grants-2009_02 |