HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 57691340, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-Acetamidobenzenesulfonyl azide | HCID 5129185 | — |
| Reactant | Methyl 2-(4-phenylpyridin-2-yl)acetate | HCID 67503470 | — |
| Reactant | HCID 86630264 | HCID 86630264 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57691340 | HCID 57691340 | — |
Reaction Steps
5-Phenyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate. To a solution of methyl 2-(4-phenylpyridin-2-yl)acetate (see Lohse, O.; Thevenin, P.; Waldvogel, E. Synlett 1999, 1, 45-48) (0.504 g, 2.22 mmol) in 12 mL CH3CN was added DBU (0.501 ml, 3.33 mmol) and the mixture cooled in an ice bath. To the solution, 4-acetamidobenzenesulfonyl azide (0.533 g, 2.22 mmol) was added and the mixture allowed to warm to rt. The mixture was stirred at rt for 5 h then evaporated. The residue was diluted with CH2Cl2, washed with water, brine, dried over Na2SO4, and filtered. The title compound was obtained after purification via flash chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09066954B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-a28e07c383e74385bc2af3c0b354923d |
| Source note | uspto-grants-2015_06 |