Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512838Generated: October 25, 2026

Water → 6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indoline

https://huagongshe.com/reaction/512838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Chloro-6-(4-methyl-1H-imidazol-1-yl)pyridazineHCID 20491704—
Reactant6-Fluoro-1-(piperidin-4-yl)indolineHCID 22038384—
SolventDimethyl SulfoxideHCID 679—
Product6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indolineHCID 76311099—

Reaction Conditions

Temperature180 °C

Reaction Steps

To a mixture of 6-fluoro-1-(piperidin-4-yl)indoline (128 mg, 0.5 mmol), 3-chloro-6-(4-methylimidazol-1-yl)pyridazine (78 mg, 0.4 mmol) in DMSO (1.5 mL) was added DIPEA (0.25 mL, 1.5 mmol). The resulting mixture was sealed and heated at 180° C. for 1.5 h under microwave irradiation. The resulting mixture was then poured into H2O (30 mL) and the aqueous layer was extracted with 10% CH2Cl2/Et2O (80 mL×4). The combined organic layer was dried (Na2SO4) and filtered. The solvent was removed and the resulting residue was purified by column (dry loading) using EtOAc then 3% MeOH/EtOAc as the eluent to yield 6-fluoro-1-(1-(6-(4-methyl-1H-imidazol-1-yl)pyridazin-3-yl)piperidin-4-yl)indoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102669B2
Source datasetuspto-grants-2015_08
ORD IDord-cc306303be69495c8a958029a8661415
Source noteuspto-grants-2015_08