HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthoformate → ethyl [5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Ethyl 2-(5-aminopyrazin-2-YL)acetate | HCID 72212710 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | ethyl [5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetate | HCID 77230648 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of the ethyl (5-aminopyrazin-2-yl)acetate (2.0 g, 11.0 mmol) and triethyl orthoformate (4.9 g, 33.1 mmol) in 60 mL of HOAc was added sodium azide (0.9 g, 13.8 mmol) and heated to 100° C. for 1 hour. The reaction was completed which was checked by TLC. The reaction mixture was cooled to r.t. The solvent was removed under vacuum. The residue was dissolved in EtOAc, washed with water, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatograph to afford the product ethyl[5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206199B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5b9c713885274acfada952f441206192 |
| Source note | uspto-grants-2015_12 |