HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Phenyl-1-pentyne → 1-Methyl-3phenyl-5-(5-phenyl-pent-1-ynyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Phenyl-1-pentyne | HCID 74573 | — |
| Reactant | 1-methyl-3-phenyl-1H-pyrazol-5-yl 4-methylbenzene-1-sulfonate | HCID 86646617 | — |
| Solvent | Dichloromethane heptane | HCID 21907733 | — |
| Product | 1-Methyl-3phenyl-5-(5-phenyl-pent-1-ynyl)-1H-pyrazole | HCID 25221945 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 2-methyl-5-phenyl-2H-pyrazol-3-yl ester and pent-4-ynyl-benzene following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 1:1; yield (80 mg, 53%); 1H NMR δ (CDCl3): 7.78 (d, J=8.21 Hz, 2H), 7.43-7.22 (m, 8H), 6.62 (s, 1H), 3.98 (s, 3H), 2.78 (t, J=7.30 Hz, 2H), 2.43 (t, J=7.19 Hz, 2H), 1.96 (p, J=7.33 Hz, 2H); LCMS m/z: 300.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420812B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-7299410050054271b383a504069dcd0e |
| Source note | uspto-grants-2013_04 |