HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl(methylene)ammounium iodide → 2-(5-Dimethylaminomethyl-4-methyl-imidazol-1-yl)-5-trifluoromethoxy-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl(methylene)ammounium iodide | HCID 2724133 | — |
| Reactant | 2-(4-Methyl-imidazol-1-yl)-5-trifluoromethoxy benzonitrile | HCID 67549328 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(5-Dimethylaminomethyl-4-methyl-imidazol-1-yl)-5-trifluoromethoxy-benzonitrile | HCID 67549760 | 38% |
Reaction Steps
In analogy to example 5b, 5-trifluoromethoxy-2-(4-methyl-imidazol-1-yl)-benzonitrile (+regioisomer) was reacted with Eschenmoser's salt in DMF for 24 h at 90° C. Evaporation of the solvent, aqueous workup and chromatography afforded the title compound as a colorless oil that was sufficiently pure to be used in the next step (yield: 38%). 1H-NMR (300 MHz, DMSO): δ=1.93 (s, 6H), 2.17 (s, 3H), 3.21 (s, 2H), 7.80-7.95 (m, 3H), 8.22 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432256B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-00489ff7b91142ed817457fb253a448f |
| Source note | uspto-grants-2008_10 |