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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant3-Methyl-2-tributylstannylthiazoleHCID 89614411—
Reactant1-(1-(6-Chloropyridazin-3-yl)piperidin-4-yl)-6-fluoroindolineHCID 89614466—
CatalystHCID 178418397HCID 178418397—
Product2-(6-(4-(6-Fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-5-methylthiazoleHCID 76318294—

Reaction Conditions

Temperature140 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102669B2
Source datasetuspto-grants-2015_08
ORD IDord-d0cec945957846269df4decfa49b5a22
Source noteuspto-grants-2015_08