HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-chloro-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-amine | HCID 2974132 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-chloro-acetamide | HCID 66977571 | 100% |
Reaction Steps
A solution of 5-tert-butyl-2-p-tolyl-2H-pyrazol-3-ylamine (886 mg, 3.86 mmol), pyridine (465 μL, 5.80 mmol) and chloroacetyl chloride (462 μL, 5.80 mmol) in DCM (5 mL) was stirred at RT for 2 h. The reaction mixture was diluted with aq. sat. sodium bicarbonate and DCM and the resulting aqueous layer was extracted twice with DCM. The combined organic layers were dried (MgSO4) and concentrated in vacuo to afford the title compound (1.17 g, 100%) as a yellow solid. LCMS (Method 5): Rt 4.41 min, m/z 306 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557797B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-c6142b03d4e8488699e853c9f6351274 |
| Source note | uspto-grants-2013_10 |