HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887818Generated: November 1, 2026
Chlorosuccinimide → N-{2-[(8S)-1-chloro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide
https://huagongshe.com/reaction/887818
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | N-{2-[(8S)-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide | HCID 59145842 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-{2-[(8S)-1-chloro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide | HCID 59145890 | 22.2% |
Reaction Steps
To a solution of N-{2-[(8S)-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide (80 mg, 0.311 mmol) in acetonitrile (3.1 mL) was added N-chlorosuccinimide (45.7 mg, 0.342 mmol), and the mixture was stirred at 50° C. for 5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90), preparative HPLC (acetonitrile/water=10/90→90/10) and recrystallization (ethyl acetate/hexane) to give the title compound (20.1 mg, yield 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08247429B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-0afb3554768e4e1b85edf14c6445b701 |
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| Source note | uspto-grants-2012_08 |
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