HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255087Generated: October 25, 2026
2-(Chloroacetyl)thiophene → (R)-2-(4-fluoro-phenylamino)-2-phenyl-acetoxyl-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane chloride
https://huagongshe.com/reaction/1255087
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-(Chloroacetyl)thiophene | HCID 2757925 | — |
| Reactant | (R)-((R)-quinuclidin-3-yl) 2-(4-fluorophenylamino)-2-phenylacetate | HCID 59401133 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-2-(4-fluoro-phenylamino)-2-phenyl-acetoxyl-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane chloride | HCID 86643238 | 72.1% |
Reaction Steps
To a solution of (R)-(4-fluoro-phenylamino)-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (C254) (200 mg, 0.56 mmol) in CH3CN (2 mL), is added 2-chloro-1-(thiophen-2-yl)ethanone (100 mg, 0.62 mmol). The reaction is heated at 100° C. for 1 hour under MW irradiation. The solvent is evaporated and the crude is purified by flash chromatography (DCM/MeOH=9/1) recovering the title compound as a white solid (104 mg, 36% yield, chloride salt, single diastereoisomer).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455646B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-5567a5f4848b4716a9a3e444c28598b7 |
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| Source note | uspto-grants-2013_06 |
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