HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → 4-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Benzyl azide | HCID 12152 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Reactant | 4-Ethynyl-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine | HCID 86705945 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine | HCID 86705946 | — |
Reaction Steps
A solution of 50 mg of 4-ethynyl-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine, 20 μL of benzyl azide, 16.3 μL of 1 M aqueous sodium ascorbate solution, 5.4 μL of 0.3 M CuSO4 solution, 326 μL of tert-butanol, and 326 μL of water was stirred for 2 days and then the solvent was evaporated at reduced pressure. The residue was dissolved in dichloromethane. The solution was washed with water and dried. The solvent was evaporated at reduced pressure and the residue was chromatographed on silica gel eluting with a 0% to 4% gradient of methanol in dichloromethane. The process yielded 22 mg of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09301951B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-2a7f511b2b1d495d926d44fda02ea020 |
| Source note | uspto-grants-2016_04 |