HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 6-chloro-4'-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 6-chloro-4'-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 76568015 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-chloro-4'-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one | HCID 75293379 | 22.9% |
Reaction Steps
A mixture of chiral (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (30 mg, 0.052 mmol) and Lawesson's Reagent (40 mg, 0.09 mmol) in THF (1 mL) was stirred at room temperature for 3 h, then purified by flash column to give the title compound as white solid (7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076482B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-e71efa1bec844e799352ba5976061df9 |
| Source note | uspto-grants-2011_12 |