HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 5-Phenyl-1-pentyne | HCID 74573 | — |
| Reactant | 3-(1-phenylsulfonyl-4-iodo-1H-pyrazol-3-yl)-pyridine | HCID 57548066 | — |
| Reactant | 3-(4-Hex-1-ynyl-1H-pyrazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine | HCID 178442470 | — |
| Solvent | Diethylether ethylacetate | HCID 21584169 | — |
| Product | 3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridine | HCID 67284086 | 80% |
| Product | 3-(4-Non-1-ynyl-1H-pyrazol-3-yl)-pyridine | HCID 178442740 | — |
Reaction Steps
Compound 44C was prepared following the procedure as described for the synthesis of compound 44A (see Scheme 9) using pent-4-ynyl-benzene and 3-(1-phenylsulfonyl-4-iodo-1H-pyrazol-3-yl)-pyridine (36B). (flash chromatography with diethyl ether/PE (1/1)) to afford 3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridine (43D) as an oil (80%). 1H-NMR (400 MHz, CDCl3): δ 9.3 (d, J=2 Hz, 1H), 8.6 (dd, J=5 Hz, 2 Hz, 1H), 8.33 (dt, J=8 Hz, 2 Hz, 1H), 8.22 (s, 1H), 8.09-8.05 (m, 2H), 7.68 (bt, J=8 Hz, 1H), 7.57 (bt, J=8 Hz, 2H), 7.35-7.25 (m, 3H), 7.21-7.15 (m, 3H), 2.74 ((t, J=7 Hz, 2H), 2.42 ((t, J=7 Hz, 2H), 1.96-1.87 (m, 2H). (TLC diethyl ether Rf 0.56).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084473B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-9d00ae90f87d4414a2d15359391544f7 |
| Source note | uspto-grants-2011_12 |