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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2213149Generated: October 25, 2026

2,3-Diaminopyridine → tert-Butyl ((1H-imidazo[4,5-b]pyridin-2-yl)methyl)carbamate

https://huagongshe.com/reaction/2213149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DiaminopyridineHCID 9956—
ReactantN-Acetyl-L-CysteineHCID 12035—
Reactanttert-butyl N-(cyanomethyl)carbamateHCID 545844—
SolventMethanolHCID 887—
Producttert-Butyl ((1H-imidazo[4,5-b]pyridin-2-yl)methyl)carbamateHCID 17845311587.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of tert-butyl cyanomethylcarbamate (1.61 g; 10 mmol), 2,3-diaminopyridine (0.56 g; 5 mmol), N-acetylcysteine (1.68 g; 10 mmol) in 10 ml of CH3OH was heated at 50° C. for 89 h. It was then concentrated, and the residue was taken up in a little CH3OH and filtered through an acidic ion exchanger (acetate on polymeric support). Renewed concentration and chromatography on silica gel (CH2Cl2/CH3OH 5%) afforded 1.09 g of the required product;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105508B1
Source datasetuspto-grants-2006_09
ORD IDord-c8b53dbe03cc4e3eb75c8e152d878f09
Source noteuspto-grants-2006_09