HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39601Generated: October 25, 2026
Hydrochloric Acid → 3-(4-Trifluoromethylsulfanyl-phenylamino)-isonicotinic acid
https://huagongshe.com/reaction/39601
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-((Trifluoromethyl)thio)aniline | HCID 123054 | — |
| Reactant | 3-Fluoropyridine-4-carboxylic acid | HCID 345361 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Trifluoromethylsulfanyl-phenylamino)-isonicotinic acid | HCID 57649642 | 10% |
Reaction Steps
3-Fluoro-isonicotinic acid (50 mg, 0.354 mmol) and 4-(trifluoromethylthio)aniline (68.5 mg, 0.354 mmol) was added to 2 ml dry THF and the mixture was cooled to −78° C. LiHMDS (1M in THF, 1.24 ml) was added and the mixture was allowed to warm to room temperature over night. Hydrochloric acid (1M in methanol, 5 ml) was added and the volatiles were removed in vacuo. The crude material was purified by preparative HPLC to give 11.4 mg (45 μmol; 10% yield) of pure desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08524911B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-8f5710e49fab499ba4436d27471f746e |
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| Source note | uspto-grants-2013_09 |
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