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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675028Generated: November 3, 2026

Diisopropylethylamine → 6-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/1675028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 613657—
Reactant4-(1H-pyrrolo(2,3-b)pyridin-3-yl)piperidineHCID 5529477—
SolventDimethylformamideHCID 6228—
Product6-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazineHCID 4412592878%

Reaction Conditions

Temperature80 °C

Reaction Steps

6-Chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (160 mg, 0.72 mmol), 3-(piperidin-4-yl)-1H-pyrrolo[2,3-b]pyridine (145 mg, 0.72 mmol) and DIPEA (0.14 mL, 0.79 mmol) in DMF (2.0 mL) were stirred and heated at 80° C. for 1 hour. The resulting mixture was then cooled to ambient temperature and quenched in water (10 mL) to give a beige solid. The solid was collected by filtration, washed sequentially with water, acetonitrile and ether, and air dried to give 6-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine (217 mg, 78%) as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003649B2
Source datasetuspto-grants-2011_08
ORD IDord-22b51d7e63894ce9b355f4de9f9657e7
Source noteuspto-grants-2011_08