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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404304Generated: November 1, 2026

Hydrochloric Acid → 2-(4-{5-[2-(2-Fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyridin-3-yl}-pyrazol-1-yl)-ethanol

https://huagongshe.com/reaction/1404304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(2-fluoro-phenyl)-4-(5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-pyrazol-4-yl}-pyridin-3-yl)-[1,8]naphthyridineHCID 67380563—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-{5-[2-(2-Fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyridin-3-yl}-pyrazol-1-yl)-ethanolHCID 67363873—

Reaction Steps

A solution of 219 mg (0.44 mmol) 2-(2-fluoro-phenyl)-4-(5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-pyrazol-4-yl}-pyridin-3-yl)-[1,8]naphthyridine in 7 ml dichloromethane was treated with 0.52 ml of a 4 N solution of hydrochloric acid in dioxane. The reaction mixture was stirred for 60 minutes and the precipitate that had formed was filtered off. The residue was dissolved in water and treated with saturated sodium carbonate solution. The resulting precipitate was filtered off, washed with water and dried under vacuum yielding 2-(4-{5-[2-(2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyridin-3-yl}-pyrazol-1-yl)-ethanol as colorless crystals; HPLC-MS: 1.70 min, [M+H] 412.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912216B2
Source datasetuspto-grants-2014_12
ORD IDord-e109f756033644d5b7d32214306606e7
Source noteuspto-grants-2014_12