HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthopropionate → ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthopropionate | HCID 66995 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | Ethyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoate | HCID 57447079 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate | HCID 69506826 | 246.1% |
Reaction Steps
For Examples 42 and 43, pyridine hydrochloride (668 mg, 5.78 mmol) and triethyl orthopropionate (3.4 mL, 17 mmol) were added to a solution of ethyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoate (4.5 g, 15 mmol) in toluene (100 mL). The reaction and work-up procedure were as described for Examples 40 and 41. The crude product was recrystallized from ethyl acetate:hexane, isolated by filtration, washed with ethyl acetate:hexane, and dried under high vacuum to provide 4.7 g of ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate as off-white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697873B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-995025c20d1141aa8318a87c3d8ac9c2 |
| Source note | uspto-grants-2014_04 |