HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Chloro-2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-Chloropyridine-3,4-diamine | HCID 285736 | — |
| Product | 4-Chloro-2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine | HCID 57355061 | — |
Reaction Steps
A mixture of 400 mg (2.79 mmol) of 2-chloropyridine-3,4-diamine [H. Dvorakova et al., Collect. Czech. Chem. Commun., 58, 629 (1993)] and a few mL of trifluoroacetic acid was stirred at reflux overnight. The cooled solution was concentrated and then re-concentrated from ethanol. Flash chromatography of the residue on silica gel [0-10% of (9:1 methanol:concentrated ammonium hydroxide solution) in dichloromethane] yielded the title compound as a foam. LC-MS 222 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625888B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-f9dd60c40024403187fa2ac55d702d0f |
| Source note | uspto-grants-2009_12 |