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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706848Generated: October 25, 2026

Trifluoroacetic acid → 3-(2-(Imidazo[1,2-b]pyridazin-3-yl)ethynyl)piperidine

https://huagongshe.com/reaction/706848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-BOC-3-(2-(imidazo[1,2-b]pyridazin-3-yl)ethynyl)piperidineHCID 86709565—
SolventDichloromethaneHCID 6344—
Product3-(2-(Imidazo[1,2-b]pyridazin-3-yl)ethynyl)piperidineHCID 86709566121.5%

Reaction Steps

To a solution of 1-BOC-3-(2-(imidazo[1,2-b]pyridazin-3-yl)ethynyl)piperidine (0.39 g, 1.2 mmol) in CH2Cl2 (10 mL) was added TFA (1.23 g, 10.8 mmol), the mixture was stirred at rt overnight and evaporated in vacuo. To the residue was added 10 mL 10% K2CO3 solution, extracted with EtOAc (20 mL×3), dried with Na2SO4, after filtration, and the filtrate was evaporated under reduced pressure to give 0.33 g product as yellow oil (107.0%). 1H NMR (300 MHz, CDCl3) δ: 8.43 (1 H, d, J=4.5 Hz), 7.93-7.97 (1 H, dd, J=1.8 and 9.0 Hz), 7.91 (1 H, s), 7.05-7.09 (1 H, dd, J=4.5 and 9.0 Hz), 2.82-2.98 (4 H, m), 2.08-2.11 (1 H, m), 1.75-1.84 (2 H, m), 1.53-1.58 (2 H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-226936f991934786888d4488629699f9
Source noteuspto-grants-2015_11