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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472621Generated: October 28, 2026

Hydrochloric Acid → N-(4-((2-(1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide hydrochloride

https://huagongshe.com/reaction/1472621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantHCID 86270235HCID 86270235—
SolventAcetonitrileHCID 6342—
ProductN-(4-((2-(1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide hydrochlorideHCID 9042659687.2%

Reaction Steps

To a mixture of N-(4-((2-(1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (87 mg, 0.159 mmol) in MeCN (3 mL) was added 0.1 N HCl (1.59 mL, 0.159 mmol) and the solution frozen and lyophilized. The material was treated with Et2O, the solid collected via filtration and dried to afford N-(4-((2-(1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide hydrochloride (81 mg, 79%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 11.28 (s, 1H), 8.54-8.37 (m, 4H), 7.93 (d, J=7.8 Hz, 1H), 7.67 (s, 1H), 7.60 (m, 1H), 7.48 (m, 2H), 7.37 (m, 2H), 7.04 (s, 1H), 6.56 (d, J=6.7 Hz, 1H), 4.28 (q, J=6.9 Hz, 2H), 1.33 (t, J=7.0 Hz, 3H); MS (ESI) m/z: 548.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012635B2
Source datasetuspto-grants-2015_04
ORD IDord-fc2048062e214573b8c9b3820e8849fd
Source noteuspto-grants-2015_04