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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535863Generated: October 25, 2026

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

https://huagongshe.com/reaction/535863

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 (1H, d, J=4.5 Hz), 7.93-7.97 (1H, dd, J=1.8 and 9.0 Hz), 7.91 (1H, s), 7.05-7.09 (1H, dd, J=4.5 and 9.0 Hz), 2.82-2.98 (4H, m), 2.08-2.11 (1H, m), 1.75-1.84 (2H, m), 1.53-1.58 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859553B2
Source datasetuspto-grants-2014_10
ORD IDord-7c7dd2d73bca440a8c82e7086fd13038
Source noteuspto-grants-2014_10