HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911058Generated: November 2, 2026
Anisole → 5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiol
https://huagongshe.com/reaction/911058
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(4-methoxybenzylthio)-5-bromo-N-(4-phenethylthiazol-2-yl)pyridine-2-amine | HCID 86634772 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiol | HCID 178527727 | 72.2% |
Reaction Steps
4-(4-methoxybenzylthio)-5-bromo-N-(4-phenethylthiazol-2-yl)pyridine-2-amine (1.23 g, 2.4 mmol) was dissolved in TFA (10 mL):anisole (2 mL) (5:1). The reaction mixture was stirred at 75° C. overnight, then neutralized with solid NaHCO3, extracted with EtOAc, dried, and concentrated. The crude material was triturated in MeOH and filtered. The filtrate was further concentrated and triturated again with MeOH. The solids were combined and dried to give the desired product (0.68 g, 72% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022222B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a0b7f573027c4478b41296cc46429dfd |
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| Source note | uspto-grants-2011_09 |
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