HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoylhydrazine → 7-[(2-Chloro-4-fluorophenyl)carbonyl]-3-phenyl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoylhydrazine | HCID 11955 | — |
| Reactant | 1-[(2-Chloro-4-fluorophenyl)carbonyl]-5-(ethyloxy)-1,2,3,6-tetrahydropyrazine | HCID 66599458 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 7-[(2-Chloro-4-fluorophenyl)carbonyl]-3-phenyl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine | HCID 66598982 | — |
Reaction Steps
A mixture of 1-[(2-chloro-4-fluorophenyl)carbonyl]-5-(ethyloxy)-1,2,3,6-tetrahydropyrazine (0.228 g, 0.8 mmol, e.g. see preparation below) and benzohydrazide (benzoylhydrazine, 0.109 g, 0.800 mmol, CAS [613-94-5], commercially available e.g. from Sigma-Aldrich or ABCR) in 1-butanol (1 ml) was heated at reflux for 18 hours. After cooling to room temperature the solvent was evaporated and the residue was purified by mass-directed automated (preparative) HPLC (MDAP). A trituration with diethyl ether was then carried out to yield 7-[(2-chloro-4-fluorophenyl)carbonyl]-3-phenyl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine (0.053 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501946B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-fb291f9b2cd948fe8e33988fda315b12 |
| Source note | uspto-grants-2013_08 |