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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513669Generated: November 3, 2026

Sodium Hydroxide → 5-(3-((7-Methoxy-1,5-naphthyridin-4-ylamino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)isoxazole-3-carboxylic acid

https://huagongshe.com/reaction/1513669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-(3-((7-methoxy-1,5-naphthyridin-4-ylamino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)isoxazole-3-carboxylateHCID 57691073—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(3-((7-Methoxy-1,5-naphthyridin-4-ylamino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)isoxazole-3-carboxylic acidHCID 57691221—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 5-(3-((7-methoxy-1,5-naphthyridin-4-ylamino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)isoxazole-3-carboxylate (0.045 g, 0.10 mmol) in methanol (1 mL) and water (0.5 mL) was added sodium hydroxide (6M, 0.050 ml, 0.30 mmol). The mixture was stirred at 50° C. for two hours, then was concentrated and diluted with water (2 mL). 2M HCL was added dropwise until precipitation was observed, the tan solid was collected by filtration. The solid was taken up in isopropanol and heated to 100° C. The resulting suspension was cooled to room temperature and filtered to yield the product as a tan solid. MS m/z=418.6 [M+1]+. Calc'd for C19H14N8O4: 418.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217177B2
Source datasetuspto-grants-2012_07
ORD IDord-79ed78e0ab294272ac492b7fcdb8ee38
Source noteuspto-grants-2012_07