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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900765Generated: October 30, 2026

1-Hydroxybenzotriazole → HCID 23369814, compound

https://huagongshe.com/reaction/1900765

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantGlycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 83692—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 23369567—
SolventDimethylformamideHCID 6228—
ProductHCID 23369814HCID 2336981469.7%

Reaction Steps

2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (2.3 g, 10 mmol) was dissolved in dimethylformamide (100 ml) while being cooled on ice. To the obtained mixture, N-tert-butoxycarbonyl-N-methylglycine (2.0 g, 11 mmol), WSC.HCl (2.0 g, 11.0 mmol), and HOBT (1.4 g, 11.0 mmol) were added, and the resultant mixture was stirred at room temperature overnight. The reaction mixture was subjected to distillation under reduced pressure. The resultant residue was extracted with chloroform after the pH was turned to acidic with HCl. The organic phase was washed with saturated aqueous NaCl solution, and dried. The solvent was distilled off under reduced pressure. The resultant residue was recrystallized from chloroform--methanol--ether. As a result, 2.8 g of the title compound was obtained as colorless powdery crystals (69.0%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-bb3f3a3b3e50474a9eb64599145e2af1
Source noteuspto-grants-1996_11