HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 1-(5-Fluoro-hexyl)-4-nitro-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Perfluoro-1-butanesulfonyl fluoride | HCID 67814 | — |
| Reactant | N,N-Diethylethanamine trihydrofluoride | HCID 175505 | — |
| Reactant | 6-(4-Nitro-pyrazol-1-yl)-hexan-2-ol | HCID 66928671 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-(5-Fluoro-hexyl)-4-nitro-1H-pyrazole | HCID 66928493 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 6-(4-nitro-pyrazol-1-yl)-hexan-2-ol (213 mg, 1.00 mmol) in THF (3.0 mL) was treated at rt with perfluoro-1-butanesulfonyl fluoride (0.36 mL, 2.00 mmol), triethylamine trihydrofluoride (0.33 mL, 2.00 mmol) and Et3N and the reaction mixture was stirred at rt overnight. Purification of the residue by FC (80:10 hept-EA) gave the title compound. TLC: rf (80:20 hept-EA)=0.28. LC-MS-conditions 02: tR=0.97 min; [M+H]+=216.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288419B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-951d4960fb79417bac4b5b89f3345ec0 |
| Source note | uspto-grants-2012_10 |