HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → 6-bromo-3H-imidazo[4,5-b]pyridin-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | 5-Bromopyridine-2,3-diamine | HCID 691156 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-bromo-3H-imidazo[4,5-b]pyridin-2-ol | HCID 1924413 | 36% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 5-bromopyridine-2,3-diamine (2 g, 10.6 mmol) and urea (2.5 g, 41.6 mmol) was dissolved in DMF and heated to 100° C. for 16 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over Na2SO4 then concentrated to provide 6-bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one (0.80 g, 36%) as an off white solid which was used without further purification. LCMS Method W: retention time 0.98 min; [M+2]=212, 214.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575184B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-564ea6b7a14342cdb402caa0ced2076e |
| Source note | uspto-grants-2013_11 |