HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 3-bromo-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 3,5-dibromo-1-(4-methoxybenzyl)-1H-1,2,4-triazole | HCID 17931914 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-bromo-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazole | HCID 90016950 | 49.4% |
Reaction Steps
A mixture of 3,5-dibromo-1-(4-methoxybenzyl)-1H-1,2,4-triazole (1.268 g, 3.65 mmol, Eq: 1.00) and pyrrolidine (273 mg, 317 μl, 3.84 mmol, Eq: 1.05) in dimethyl formamide (12 ml) was heated for 18 hours to 110° C. under argon atmosphere. The crude material was applied on silicagel and purified by flash chromatography over a 50 g silicagel column using heptane/ethyl acetate 30-50% as eluent affording 3-bromo-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazole (608 mg/49.3%) as a colorless oil. MS: m/e=338339 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394311B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-1c49109ae1a54467b2bc3e7c1b75b2f0 |
| Source note | uspto-grants-2016_07 |