HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2,6-Difluoropyridin-3-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | 2,6-Difluoropyridine | HCID 73934 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2,6-Difluoropyridin-3-yl)boronic acid | HCID 2762713 | — |
Reaction Steps
0.6 m of n-butyllithium are added to 0.6 m of diisopropylamine in 600 ml of THF at -10°. Then the mixture is cooled to -60° to -70° and 0.6 m of 2,6-difluoropyridine are added. The mixture is stirred for further 15 minutes and 0.6 m of trimethylborate is added at -60°. The mixture is allowed to warm to -30° and is hydrolyzed by addition of 170 ml of HCl (25%) and 100 ml of H2O. Ether is added and after customary work-up 2,6-difluoropyridine-3-boronic acid is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05204477 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-a4fd3cb2b26e4281a2cf7555147c2a6b |
| Source note | uspto-grants-1993_04 |