HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 5-(azidocarbonyl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Reactant | Potassium 5-(methoxycarbonyl)nicotinate | HCID 49760369 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5-(azidocarbonyl)nicotinate | HCID 86628561 | — |
Reaction Steps
A 3.29 ml portion of DPPA was added under ice-cooling to 24 ml of a THF-DMF (1:1) mixed solution of 3.04 g of potassium 5-(methoxycarbonyl)nicotinate and 2.32 ml of triethylamine and stirred at room temperature for 3Hours. The reaction solution was mixed with ethyl acetate, washed with water, saturated sodium bicarbonate aqueous solution and saturated brine in that order and dried with anhydrous magnesium sulfate. By concentrating this under a reduced pressure, methyl 5-(azidocarbonyl)nicotinate was obtained as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585886B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ad0d0660fde04165ab3e0711e260ccb7 |
| Source note | uspto-grants-2009_09 |