HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 5-chloro-2-nitro-N-(1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5-Chloro-2-nitrobenzoyl chloride | HCID 2723685 | — |
| Reactant | 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine | HCID 13626946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-chloro-2-nitro-N-(1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)benzamide | HCID 66587435 | 85.8% |
Reaction Steps
Into a 100-mL round bottom flask, was placed a solution of 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine (520 mg, 2.29 mmol, 1.00 equiv) in dichloromethane (5 mL), pyridine (540 mg, 6.84 mmol, 3.00 equiv), and 5-chloro-2-nitrobenzoyl chloride (500 mg, 2.27 mmol, 1.00 equiv). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with 2×50 mL of water, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether/ethyl acetate (10:1). This resulted in 800 mg (85%) of product as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09289430B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-8943cc3e10f049c1a2b068b2ecbbcf97 |
| Source note | uspto-grants-2016_03 |