HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809647Generated: October 31, 2026
Pyridine → 1-(4-(5-(5-Bromo-3-hydroxypyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone
https://huagongshe.com/reaction/1809647
Participants
| Role | Name | HCID | Charge |
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| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Sodium thiocyanate | HCID 516871 | — |
| Reactant | 5-Bromo-3-(3-methylpyridazin-4-yloxy)pyridin-2-amine | HCID 67485345 | — |
| Reactant | 1-acetyl-N-(methylsulfonyloxy)piperidine-4-carbimidoyl chloride | HCID 86641096 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(4-(5-(5-Bromo-3-hydroxypyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone | HCID 67487299 | 51.7% |
Reaction Steps
1-Acetyl-N-(methylsulfonyloxy)piperidine-4-carbimidoyl chloride (0.15 g, 0.53 mmol), pyridine (0.13 ml, 1.6 mmol), and sodium thiocyanate (0.043 g, 0.53 mmol) were dissolved in acetonitrile (5 mL). The solution was heated to 40° C. for 40 minutes. 5-Bromo-3-(3-methylpyridazin-4-yloxy)pyridin-2-amine (0.10 g, 0.35 mmol) was added and the reaction was heated at 60° C. overnight. The solution was cooled and charged with water. The solid was filtered and dried to give 1-(4-(5-(5-bromo-3-hydroxypyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone (0.072 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362037B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-f4d48ab4fd2e47f8ac1cad398ae99ab8 |
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| Source note | uspto-grants-2013_01 |
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