HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-{4-[(E)-2-(2-methoxy-4-nitrophenyl)ethenyl]phenyl}-6-methylimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Methoxy-4-nitrobenzaldehyde | HCID 2759599 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 178423143 | HCID 178423143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-{4-[(E)-2-(2-methoxy-4-nitrophenyl)ethenyl]phenyl}-6-methylimidazo[1,2-a]pyridine | HCID 67312929 | 74% |
Reaction Steps
Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 33 mg, 0.838 mmol), diethyl[4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl phosphonate (250 mg, 0.698 mmol) and 2-methoxy-4-nitrobenzaldehyde (126 mg, 0.698 mmol) in dry THF (15 ml) to give the title compound (199 mg, 74%) as an orange solid after work-up and flash chromatography (25:1 DCM/MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-d2fb2abc4f6e465f81ff44c59fa81da9 |
| Source note | uspto-grants-2014_11 |