HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 89690613, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | HCID 89690255 | HCID 89690255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89690613 | HCID 89690613 | 44.4% |
Reaction Steps
To a stirred suspension of cyanomethylphosphonic acid diethyl ester (619 mg) in THF (2 ml) was added NaH (60% in oil, 144 mg) at 0° C., and the mixture was stirred at same temperature for 16 h. A solution of 6-iodo-3-methylimidazo[1,2-a]pyridine-2-carbaldehyde (250 mg) in THF (2 ml) was added, and the resulting mixture was stirred at room temperature for 4 h. The reaction mixture was quenched with saturated NH4Cl solution, and extracted with EtOAc. The extract was washed with brine, dried over Na2SO4, concentrate, and purified by column chromatography (hexane/EtOAc) to afford the title compound (120 mg) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-2baa6132971b4d77a2cf092ce46e8209 |
| Source note | uspto-grants-2016_06 |