HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-chloro-2-((1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazol-3-yl)ethynyl)quinoxaline → 7-chloro-2-(2-(1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazol-3-yl)ethyl)quinoxaline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-chloro-2-((1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazol-3-yl)ethynyl)quinoxaline | HCID 90017436 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-chloro-2-(2-(1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazol-3-yl)ethyl)quinoxaline | HCID 90017200 | 51.1% |
Reaction Steps
7-chloro-2-((1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazol-3-yl)ethynyl)quinoxaline (33 mg, 74.2 μmol, Eq: 1.00) was stirred in ethyl acetate (12 ml) with palladium, 5 wt % on barium sulfate, reduced (33.0 mg, 310 μmol, Eq: 4.18) under a hydrogen atmosphere for 2.5 h. Then 3 drops of acetic acid were added and stirring was continued for 1.5 h. The crude material was applied on silica gel and purified by column chromatography to give 7-chloro-2-{2-[1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazol-3-yl]-ethyl}-quinoxaline (17 mg, 51.1%) as light red oil. MS: m/z=449.4 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394311B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-0068f9af486f47e8b12f773919012463 |
| Source note | uspto-grants-2016_07 |