HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658925Generated: October 30, 2026
Phosphorus sulfide (P2S5) → 6-chloro-4'-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one
https://huagongshe.com/reaction/658925
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phosphorus sulfide (P2S5) | HCID 14817 | — |
| Reactant | 1-acetyl-6-chloro-4'-[5-chloro-2-(1-ethyl-1-methanesufonylaminocarbonyl-propoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 66769883 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-chloro-4'-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one | HCID 75293404 | 88.1% |
Reaction Steps
A mixture of chiral (2′S, 3S, 4′R)-1-acetyl-6-chloro-2′-(5-chloro-2-methyl-phenyl)-4′-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (30 mg, 0.04 mmol) and P2S5 (26 mg, 0.12 mmol) in THF (2 mL) was stirred at room temperature overnight, then diluted with toluene (10 mL). The resultant mixture was concentrated and washed with DCM for two times. The DCM solution was collected and purified by flash column chromtography. The product was then stirred with K2CO3 (20 mg) in MeOH for 15 min, and then partitioned between ethyl acetate and diluted HCl solution. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to give the title product as white solid (25 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076482B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-a71fd9ad863f4ad7beb91dbc3c70534c |
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| Source note | uspto-grants-2011_12 |
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