HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Heptyne → 5-hept-1-ynyl-1-methyl-3-phenyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Heptyne | HCID 12350 | — |
| Reactant | 1-methyl-3-phenyl-1H-pyrazol-5-yl 4-methylbenzene-1-sulfonate | HCID 86646617 | — |
| Solvent | Dichloromethane heptane | HCID 21907733 | — |
| Product | 5-hept-1-ynyl-1-methyl-3-phenyl-1H-pyrazole | HCID 25221946 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 2-methyl-5-phenyl-2H-pyrazol-3-yl ester and 1-heptyne following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 1:1; yield (120 mg, 95%); 1H NMR δ (CDCl3): 7.78 (d, J=8.20 Hz, 2H), 7.42-7.33 (t, J=8.05 Hz, 2H), 7.32 (m, 1H), 6.62 (s, 1H), 3.93 (s, 3H), 2.48 (t, J=7.25 Hz, 2H), 1.65 (p, J=7.18 Hz, 2H), 1.5-1.32 (m, 4H), 0.94 (t, J=7.22 Hz, 3H); LCMS m/z: 252.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420812B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-b928166627174a389b1ddb4ffac8a1bb |
| Source note | uspto-grants-2013_04 |