HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67440151, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloro-2-methoxynicotinonitrile | HCID 14381111 | — |
| Reactant | 4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol | HCID 67440478 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67440151 | HCID 67440151 | 85% |
Reaction Steps
A solution of 6-chloro-2-methoxynicotinonitrile (1.16 g, 6.88 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol (1.81 g, 6.88 mmol), potassium carbonate (1.14 g, 8.26 mmol), and N,N-dimethylformamide (35 mL) was stirred at 80° C. overnight. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column using Combiflash to give 6-(4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile (2.31 g, 85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416146B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-818ed93a4d994b718ad1ff048b4d05e3 |
| Source note | uspto-grants-2016_08 |