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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 897303Generated: October 30, 2026

Water → HCID 22346432, compound

https://huagongshe.com/reaction/897303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCysteamineHCID 6058—
ReactantHCID 20816871HCID 20816871—
SolventDimethylformamideHCID 6228—
ProductHCID 22346432HCID 22346432—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl (2E)-3-(7-{[(4-fluorobenzyl)amino]carbonyl}-8-hydroxy[1,6]-naphthyridin-5-yl)-2-propenoate (Example 137, Step 1) (1.22 g, 3.20 mmol) and cysteamine (4.0 g) in DMF (15 mL) was heated in an oil bath at 80° C. under an atmosphere of nitrogen with stirring for 18 hours. The product mixture was treated with water and the mixture was acidified to pH 2. The resultant precipitate was filtered, dissolved in DMSO, and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06921759B2
Source datasetuspto-grants-2005_07
ORD IDord-78caed494bd74b35a49460b2ee7f7d7d
Source noteuspto-grants-2005_07