HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylhydrazine → HCID 67120036, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | p-Anisoyl chloride | HCID 7477 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67120036 | HCID 67120036 | 74% |
Reaction Steps
PdCl2(PPh3)2 (14.0 mg, 0.02 mmol) and CuI (7.6 mg, 0.04 mmol) was added to dry THF (2 mL) and degassed. 4-Methoxybenzoic chloride (171 mg, 1.0 mmol), but-3-yn-1-ol (77.1 mg, 1.1 mmol) and triethylamine (292 μL, 1.1 mmol) were added to the mixture and stirred at room temperature for 1 h. Methylhydrazine (50.7 mg, 1.1 mmol) was added to the reaction mixture together with MeOH (0.5 mL) and acetic acid (0.5 mL) and the mixture was irradiated in the microwave at 150° C. for 10 min. The solution was concentrated and purified on silica gel to give 2-(3-(4-methoxyphenyl)-1-methyl-1H-pyrazol-5-yl)ethanol (173 mg, 0.74 mmol, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921402B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-f26ecc0c195247c08e882a4b72ca97aa |
| Source note | uspto-grants-2014_12 |