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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421867Generated: October 25, 2026

Hydrochloric Acid → HCID 178465663, compound

https://huagongshe.com/reaction/421867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthanimidic acid, ethyl ester, hydrochloride (1:1)HCID 2724290—
Reactant4-(4-Bromo-2-fluorophenylamino)-5-fluoro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid hydrazideHCID 66673798—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178465663HCID 178465663—

Reaction Steps

Ethyl acetimidate HCl salt (40 mg, 0.32 mmol) and Et3N (0.049 mL, 0.35 mmol) were added to a stirred suspension of 4-(4-bromo-2-fluorophenylamino)-5-fluoro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid hydrazide (0.10 g, 0.27 mmol) in 2:1 THF:DMF (3 mL) at 0° C. After 1.5 hours at 0° C. and 17 hours at room temperature, the reaction mixture was poured onto water, neutralized with dilute aqueous HCl and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure. Trituration with methylene chloride gave the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101611B2
Source datasetuspto-grants-2012_01
ORD IDord-19ddef6dd35a4042a799c2da1b9a9c9e
Source noteuspto-grants-2012_01