HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → tert-butyl {5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | 4-[5-(4-fluorobenzyl)-1H-pyrazol-3-yl]-1-(4-methoxybenzyl)-1H-1,2,3-triazole | HCID 67092350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl {5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetate | HCID 68360285 | 80.5% |
Reaction Steps
To a solution of 4-[5-(4-fluorobenzyl)-1H-pyrazol-3-yl]-1-(4-methoxybenzyl)-1H-1,2,3-triazole (19.0 g, 0.052 mol) in anhydrous THF (100 mL) was added NaH (2.6 g, 0.06 mol) at 0° C. and the mixture was stirred at RT for 2 hours. tert-butyl bromoacetate (12.5 g, 0.057 mol) was then added at 0° C. and the mixture was stirred at RT for 2 hours. The mixture was evaporated and the residue was purified via column chromatography (silica gel, EtOAc/Petroleum ether 1:1) to yield the title compound (20.0 g, 76.0%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919488B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-2649e3f9377849f1b649f0d48b770429 |
| Source note | uspto-grants-2011_04 |