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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035669Generated: October 30, 2026

Hydrochloric Acid → 2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-((cis)-5-fluoroazepan-4-yloxy)quinoline

https://huagongshe.com/reaction/2035669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(cis)-Tert-butyl 4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-5-fluoroazepane-1-carboxylateHCID 131731014—
SolventChloroformHCID 6212—
Product2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-((cis)-5-fluoroazepan-4-yloxy)quinolineHCID 67230712100.1%

Reaction Steps

Enantiomer 2 of (cis)-tert-butyl 4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-5-fluoroazepane-1-carboxylate (Example 90, Step D; 0.119 g, 0.240 mmol) was dissolved in CHCl3 (2.4 mL). HCl (2.40 mL, 9.61 mmol, 4.0M Dioxane) was added and the mixture was stirred at ambient temperature for 3 hours. The mixture was filtered through a polypropylene filter and washed with CH2Cl2 and then Et2O, then slurried in hexanes and dried carefully in vacuo to provide 0.095 g of the desired product as a white solid (85%). MS ESI (+) m/z 396.1 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575145B2
Source datasetuspto-grants-2013_11
ORD IDord-78a9ebdc9e8942a9b1ceac4fac7fc06f
Source noteuspto-grants-2013_11