HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591940Generated: October 30, 2026
1,1'-Carbonyldiimidazole → 3-[2-(Dimethylamino)ethyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
https://huagongshe.com/reaction/1591940
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | N~2~-[2-(Dimethylamino)ethyl]pyridine-2,3-diamine | HCID 14174125 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[2-(Dimethylamino)ethyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58997611 | — |
Reaction Steps
A solution of N-[2-(dimethylamino)ethyl]pyridine-2,3-diamine (1.49 g, 8.3 mmol) in DMF is treated with carbonyldiimidazole (CDI) (2.01 g, 12.4 g) under nitrogen, stirred at 75-80° C. for 24 h, cooled to room temperature and concentrated in vacuo. The resultant residue is chromatographed, eluting with 10:90 conc. NH4OH:ethanol to afford a solid which is triturated with ethanol:ethyl acetate to afford the title compound as a tan solid, 0.387 g, mp 141-142° C., identified by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07291736B2 |
|---|
| Source dataset | uspto-grants-2007_11 |
|---|
| ORD ID | ord-15a7b1eeb48c46f6b9e51995e513e2ab |
|---|
| Source note | uspto-grants-2007_11 |
|---|
