HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 5-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine | HCID 25215939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide | HCID 25212513 | 99.8% |
Reaction Steps
Benzoyl chloride (4.40 g; 31.4 mmol; 2.0 eq.) was added to a suspension of 5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A3), 3.34 g; 15.7 mmol; 1.0 eq.) in pyridine (2.53 mL; 31.4 mmol; 2.0 eq.) and DCM (60 mL). The reaction mixture was then heated at reflux for 4 hours, after which it was cooled down to rt. Diethyl ether was added to the reaction mixture and the solid which precipitated was filtered off. The precipitate was resuspended in an aqueous mixture (pH 4/5), filtered and dried under vacuum to give the title compound as a white powder (4.97 g, quant. yield). HPLC, Rt: 2.40 min. (purity 93.4%), LC/MS, M+(ESI): 317.1, M−(ESI): 315.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263595B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-66936c3beed74391a5e481df136eb765 |
| Source note | uspto-grants-2012_09 |