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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707276Generated: October 29, 2026

1,1'-Carbonyldiimidazole → 1-Cyclopropyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

https://huagongshe.com/reaction/707276

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN3-cyclopropylpyridine-2,3-diamineHCID 86694145—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product1-Cyclopropyl-1H-imidazo[4,5-b]pyridin-2(3H)-oneHCID 18334875—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of N3-cyclopropylpyridine-2,3-diamine (1.0 g, 6.70 mmol) in dioxane (13.41 ml) was added 1,1′-carbonyldiimidazole (Acros Organics, 1.630 g, 10.05 mmol). The resulting mixture was heated to 60° C. for 2 h. The reaction mixture was diluted with EtOAc and washed with water. The organic layer was loaded onto a Biotage samplet and purified (0-100% EtOAc/hexane, 25G biotage column) to afford product that solidified upon rotovap. Material was advanced to the next step. M+1: 176.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174992B2
Source datasetuspto-grants-2015_11
ORD IDord-881f7c09a854422f9fa882fadd76a358
Source noteuspto-grants-2015_11