HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cornforth reagent → 6-Bromo-4-iodonicotinaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cornforth reagent | HCID 2724130 | — |
| Reactant | (6-Bromo-4-iodopyridin-3-yl)methanol | HCID 86674964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Bromo-4-iodonicotinaldehyde | HCID 57469563 | 60% |
Reaction Steps
A mixture of (6-bromo-4-iodopyridin-3-yl)methanol (300 mg, 1.0 mmol) and pyridinium dichromate (720 mg, 1.9 mmol) in methylene chloride (4 mL) was stirred at room temperature for 4 hours. The reaction mixture was diluted with methylene chloride (20 mL), filtered over Celite, and evaporated in vacuo to afford a residue that was purified by flash chromatography (silica, 4 g, ISCO, 0-40% ethyl acetate in heptane) to afford the title compound as a white solid (180 mg, 60%), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206175B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-243e4da6bc2347b498487e6f1c68e1a0 |
| Source note | uspto-grants-2015_12 |