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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914954Generated: November 4, 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/1914954

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 numberUS08614226B2
Source datasetuspto-grants-2013_12
ORD IDord-927dac42e3e84db49b041fa6a0b47384
Source noteuspto-grants-2013_12