HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-(4-{(e)-2-[4-Nitro-2-(2-fluoroethoxy)phenyl]ethenyl}phenyl)-6-methylimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 2-(2-Fluoroethoxy)-4-nitrobenzaldehyde | HCID 58342015 | — |
| Reactant | HCID 178423143 | HCID 178423143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-{(e)-2-[4-Nitro-2-(2-fluoroethoxy)phenyl]ethenyl}phenyl)-6-methylimidazo[1,2-a]pyridine | HCID 58342003 | 74.6% |
Reaction Steps
Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 27 mg, 0.67 mmol), diethyl[4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl phosphonate (200 mg, 0.559 mmol) and 2-(2-fluoroethoxy)-4-nitrobenzaldehyde (119 mg, 0.559 mmol) in dry THF (15 ml) to give the title compound (174 mg, 74%) as an orange solid after work-up and flash chromatography (50:1 DCM/MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-96afd8f593224df7ba715eec8fd54cb2 |
| Source note | uspto-grants-2014_11 |