HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dibromopyridine → HCID 86602990, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dibromopyridine | HCID 12274 | — |
| Reactant | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86602990 | HCID 86602990 | — |
Reaction Steps
To the solution of 2,6-dibromopyridine (4.72 g, 19.93 mmol) in THF (100 mL) at −78° C. was added n-BuLi (8.8 mL, 2.5 M, 22 mmol) and stirred for 20 min. 6-Bromo-2-pyridinecarboxaldehyde (3.71 g, 19.93 mmol) was added. The mixture was stirred at 0° C. for 2 h. The reaction was quenched with ice and extracted with CH2Cl2. The combined organic layer was dried, filtered, and concentrated to give a solid. The solid was purified by silica gel chromatography (15% EtOAc in hexane) to give bis(6-bromopyridin-2-yl)methanol. LRMS m/z (M+H) Calcd: 345.0, found: 344.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569589B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-328cd4527f534fda84cc417ddd731041 |
| Source note | uspto-grants-2009_08 |