HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512851Generated: November 1, 2026
1,4-Dioxane → 2-(6-(4-(6-Fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-5-methylthiazole
https://huagongshe.com/reaction/512851
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-Methyl-2-tributylstannylthiazole | HCID 89614411 | — |
| Reactant | 1-(1-(6-Chloropyridazin-3-yl)piperidin-4-yl)-6-fluoroindoline | HCID 89614466 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 2-(6-(4-(6-Fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-5-methylthiazole | HCID 76318294 | — |
Reaction Steps
To a mixture of 1-(1-(6-chloropyridazin-3-yl)piperidin-4-yl)-6-fluoroindoline (100 mg, 0.3 mmol) and Pd(PPh3)4 (35 mg, 0.03 mmol) was added 1,4-dioxane (2 mL) and then 3-methyl-2-tributylstannylthiazole (232 mg, 0.6 mmol). The resulting mixture was sealed and heated at 140° C. for 1.5 h. The resulting mixture was then absorbed on silica gel and purified by silica gel column using 40% EtOAc/hexane as the eluent to yield 2-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-5-methylthiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09102669B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-d0cec945957846269df4decfa49b5a22 |
|---|
| Source note | uspto-grants-2015_08 |
|---|