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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718622Generated: October 30, 2026

Trifluoroacetic acid methylene chloride → 2-(5-(8-Morpholino-2-(2-(quinolin-2-yl)ethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylamino)acetic acid trifluoroacetic acid salt

https://huagongshe.com/reaction/718622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactanttert-Butyl 2-(tert-butoxycarbonyl(5-(8-morpholino-2-(quinolin-2-ylethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)amino)acetateHCID 117732492—
SolventDiethyl EtherHCID 3283—
Product2-(5-(8-Morpholino-2-(2-(quinolin-2-yl)ethynyl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylamino)acetic acid trifluoroacetic acid saltHCID 117728449—

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 38b (0.40 g, 0.57 mmol) was treated with TFA:DCM (1:4 v/v, 15 mL) dropwise with stirring at 0° C. The resulting mixture was stirred for 30 min at rt and concentrated under reduced pressure. The residue obtained was treated with 10 mL of Et2O. The solids formed were collected by filtration and washed with Et2O (2×30 mL) to obtain the title compound 24 as an orange solid. 1H-NMR (300 MHz, DMSO-d6+D2O) δ (ppm): 8.64 (s, 1H), 8.42 (d, J=8.4 Hz, 1H), 8.35 (d, J=9.3 Hz, 1H), 8.21 (d, J=5.4 Hz, 1H), 8.01-7.99 (m, 2H), 7.82 (t, J=15.3 Hz, 1H), 7.70-7.63 (m, 2H), 7.10 (d, J=9.3 Hz, 1H), 6.43 (d, J=5.7 Hz, 1H), 4.16 (s, 2H), 4.02-3.94 (m, 4H), 3.82-3.70 (m, 4H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C28H23N2O3: 506.2 (M+H). Found: 506.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-f0678b07c22f4094be1e21a15c1ed42b
Source noteuspto-grants-2015_11