HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(2-methoxyethoxy)-1-methyl-4-(4-methylphenyl)-1H-pyrazol-5-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 5-amino-1-methyl-4-(4-methylphenyl)-1H-pyrazol-3-ol | HCID 178423915 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-methoxyethoxy)-1-methyl-4-(4-methylphenyl)-1H-pyrazol-5-ylamine | HCID 22999713 | 51.4% |
Reaction Steps
5-Amino-1-methyl-4-(4-methylphenyl)-1H-pyrazol-3-ol (Preparation 3a) (305 mg) was dissolved in dimethylformamide (2 ml), potassium carbonate (622 mg) and 2-bromoethyl methyl ether (208 mg) were added. The reaction was stirred at room temperature for 1.5 hours and then at 50° C. for 12 hours. The solvent was removed under reduced pressure. The crude product was purified on silica (10 g) eluted with a solvent gradient of pentane:ethyl acetate (1:0 to 0:1) to yield the title compound as a white solid (201 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06962923B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-8678ad1bb3684e38ad9faad6c90b4e43 |
| Source note | uspto-grants-2005_11 |