HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 67120049, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 68156597 | HCID 68156597 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67120049 | HCID 67120049 | 23.3% |
Reaction Steps
To 5-amino-3-ethyl-1-(4-methoxyphenyl)-1H-pyrazole-4-carbonitrile (0.50 g, 2.06 mmol) in THF (10 mL) at −78 C was added LDA (0.6 M in THF, 4.5 mL, 2.7 mmol) and stirred for 5 min, followed by EtBr (500 μL, 6.81 mmol) and the reaction was stirred over night at room temperature. Et2O and water were added, and the organic phase was separated. The water phase was acidified using 1 M HCl which was extracted with EtOAc. After drying using MgSO4, and evaporation of solvent the crude was purified using silica chromatography to give 3-ethyl-5-(ethylamino)-1-(4-methoxyphenyl)-1H-pyrazole-4-carbonitrile (130 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921402B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-3543ec459079404489a0941ffbcbbcea |
| Source note | uspto-grants-2014_12 |