HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58710598, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 10355149 | HCID 10355149 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58710598 | HCID 58710598 | 66.4% |
Reaction Steps
3-Amino-6-(3-hydroxymethyl-phenyl)-pyrazine-2-carboxylic acid methylamide (1.00 g, 3.87 mmol) was dissolved in THF (20 mL) followed by the addition of diphenylphosphoryl azide (0.63 mL, 5.42 mmol) and DBU (0.43 mL, 5.42 mmol). It was stirred at room temperature overnight. The reaction mixture was poured into water (100 mL), and extracted with ethyl acetate (2×50 mL) then dried over anhydrous sodium sulfate and filteration, concentration and purified by column chromatography (50% Ethylacetae/bexanes) to give 3-amino-6-(3-azidomethyl-phenyl)-pyrazine-2-carboxylic acid methylamide, 728 mg (66.4% yield): MS (EI) for C13H13N7O0: 284.12 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07704995B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-5b96adb87059481f8956b8908eb5911e |
| Source note | uspto-grants-2010_04 |