HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86674961, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | HCID 67974979 | HCID 67974979 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86674961 | HCID 86674961 | 93% |
Reaction Steps
A mixture of N-(7-(5-fluoro-2-methylphenyl)-5-(hydroxymethyl)-2,6-naphthyridin-3-yl)cyclopropanecarboxamide (80 mg, 0.2 mmol) and Dess-Martin periodinane (120 mg, 0.27 mmol) and methylene chloride (1 mL) was stirred at room temperature for 1 hour. The reaction mixture was diluted with ethyl acetate (50 mL) and washed with saturated aqueous sodium bicarbonate solution (20 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford a residue that was purified by flash chromatography (silica, 4 g, ISCO, 0-50% ethyl acetate in heptane) to afford the title compound as a pale yellow solid (65 mg, 80%), 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-e08c2d6cf33f490facef429ae6fea969 |
| Source note | uspto-grants-2015_12 |