HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22594Generated: October 25, 2026
Hydrochloric Acid → 5-(3-(7-Chloroquinolin-2-ylmethoxy)phenyl)-8-cyano-4,6-dithiaoctanoic acid
https://huagongshe.com/reaction/22594
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 8-Carbamyl-5-(3-(7-chloroquinolin-2-ylmethoxy)phenyl)-4,6-dithiaoctanoic acid | HCID 19930516 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(3-(7-Chloroquinolin-2-ylmethoxy)phenyl)-8-cyano-4,6-dithiaoctanoic acid | HCID 19930530 | 84.3% |
Reaction Steps
To the amide acid (Example 17) (2.788 g, 3.63 mmoles) in THF (40 mL) at -23° C., pyridine (2.2 mL, 7.5 equiv.) and trifluoroacetic anhydride (1.1 mL, 2.2 equiv.) were added. After one hour of stirring at 0° C., 10% HCl was added, the mixture was extracted with EtOAc, dried over sodium sulfate and evaporated. Flash chromatography on silica with EtOAc:toluene:AcOH 30:70:1 afforded 1.447 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05428171 |
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| Source dataset | uspto-grants-1995_06 |
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| ORD ID | ord-057be96387354b7b8dd677e4615a0397 |
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| Source note | uspto-grants-1995_06 |
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