HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzaldehyde → 6-Methyl-2-{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 178423143 | HCID 178423143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Methyl-2-{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}imidazo[1,2-a]pyridine | HCID 45137594 | 24.2% |
Reaction Steps
Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 7 mg, 0.307 mmol), diethyl[4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl phosphonate (100 mg, 0.279 mmol) and 4-nitrobenzaldehyde (42 mg, 0.279 mmol) in THF (5 ml) to give the title compound (24 mg, 24%) as a yellow solid after work-up and flash chromatography (100:1 DCM/MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-434523b2c3424786a2b627a1a79b10d2 |
| Source note | uspto-grants-2014_11 |