HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl(methylene)ammounium iodide → 2-Chloro-6-(5-dimethylaminomethyl-4-methyl-imidazol-1-yl)-3-fluoro-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl(methylene)ammounium iodide | HCID 2724133 | — |
| Reactant | 2-Chloro-3-fluoro-6-(4-methyl-imidazol-1-yl)-benzonitrile | HCID 69106905 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-6-(5-dimethylaminomethyl-4-methyl-imidazol-1-yl)-3-fluoro-benzonitrile | HCID 69106979 | 52% |
Reaction Steps
In analogy to example 5b, 2-chloro-3-fluoro-6-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 16 h at 90° C. Evaporation of the solvent, aqueous workup and chromatography (SiO2, dichloromethane:methanol=100:0 to 97:3) afforded the title compound as a light yellow oil (yield: 52%). MS: m/e=293.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432256B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-ec96ac7ab4f8406f82a9abbcc38a39ac |
| Source note | uspto-grants-2008_10 |