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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718653Generated: October 29, 2026

Diethyl Ether → 1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-b]pyridazin-3-yl)phenyl)-1,2-dihydro-1,2,4-triazol-3-one trifluoroacetic acid salt

https://huagongshe.com/reaction/718653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactant1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-b]pyridazin-3-yl)phenyl)-2-((2-(trimethylsilyl)ethoxy)methyl)-1,2-dihydro-1,2,4-triazol-3-oneHCID 123144943—
Product1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-b]pyridazin-3-yl)phenyl)-1,2-dihydro-1,2,4-triazol-3-one trifluoroacetic acid saltHCID 117728254—

Reaction Steps

A solution of compound 52e (45 mg, 0.070 mmol) in TFA:DCM (1:3 v/v, 5 mL) was stirred overnight at rt. The resulting mixture was concentrated under reduced pressure and the residue obtained was treated with Et2O (10 mL). The solids formed were collected by filtration and washed with Et2O (2×20 mL). The title compound 59 was obtained as a yellow solid. 1H-NMR (300 MHz, DMSO-d6) δ (ppm): 8.92 (d, J=8.4 Hz, 1H), 8.87 (s, 1H), 8.25 (d, J=8.4 Hz, 1H), 8.06-8.03 (m, 3H), 7.94-7.85 (m, 2H), 7.72 (d, J=8.4 Hz, 2H), 7.64 (d, J=8.4 Hz, 2H), 6.30 (d, J=5.7 Hz, 1H), 3.56-3.43 (m, 12H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C29H26N8O2: 519.2 (M+H). Found: 519.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-1583ed5d6f244e2e96f18b0476e6c4c9
Source noteuspto-grants-2015_11