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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078259Generated: November 1, 2026

Glycine → HCID 67099576, compound

https://huagongshe.com/reaction/2078259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantHCID 67099912HCID 67099912—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67099576HCID 67099576—

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl 6-chloro-1-cyano-4-hydroxy-1-methyl-2-oxo-naphthalene-3-carboxylate (0.165 g, 0.54 mmol) was dissolved in 1,4-dioxane (30 mL), and glycine tert-butyl ester hydrochloride (0.090 g, 0.54 mmol) and TEA (TEA) (0.11 mL, 0.81 mmol) were added. The reaction was stirred overnight at 70° C. The reaction was stirred for 18 hours. Another 0.5 equivalents of glycine and one equivalent of TEA were added, and the reaction was stirred at 105° C. for 1 hour. The solvent was then removed, and the crude residue was dissolved in EtOAc and washed with water (3×25 mL), dried with MgSO4, and concentrated. The crude product was purified by silica flash chromatography using the 10-50% EtOAc/hexanes. MS m/e=392 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-1eb65088677142539408c94af165568c
Source noteuspto-grants-2011_04