HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionitrile → 3-Bromo-5-chloropyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionitrile | HCID 7854 | — |
| Reactant | 2,3-Dibromo-5-chloropyridine | HCID 11000162 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Product | 3-Bromo-5-chloropyridine-2-carbonitrile | HCID 22591246 | 83.2% |
Reaction Steps
A microwave vial was charged with copper (I) cyanide (1.089 g, 12.16 mmol), 2,3-dibromo-5-chloropyridine (3 g, 11.06 mmol), and propionitrile (15 mL). The vial was capped and irradiated in a microwave reactor at 150° C. for 2.5 hours. The solution was concentrated, diluted with DCM (25 mL), and filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography, eluting with 0-30% EtOAc in heptanes, to afford the title compound (2 g, 9.20 mmol). MS m/z=219 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296734B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-729672adc37448e8b23dde58a45ec464 |
| Source note | uspto-grants-2016_03 |