HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(2-Iodobenzoyl)-5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Iodobenzoyl chloride | HCID 69112 | — |
| Reactant | 6-Methoxy-3-nitropyridine-2-acetonitrile | HCID 639510 | — |
| Product | 1-(2-Iodobenzoyl)-5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde | HCID 18758241 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Under an argon atmosphere, 0.56 mmol of the compound obtained in Step A are dissolved in 5 ml of DMF, and then 0.68 mmol of NaH are added at 0° C., over a period of 30 minutes. After 30 minutes' stirring at 0° C., 0.68 mmol of 2-iodobenzoyl chloride dissolved in 5 ml of DMF is added dropwise to the mixture. After 3 hours' stirring, the solvents are removed by evaporation and the residue is taken up in water and extracted with dichloromethane. After drying over magnesium sulphate and removal of the solvents by evaporation, the residue is purified by flash chromatography over silica gel (eluant:petroleum ether/ethyl acetate) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06667304B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-0ef1ca36a1514b65987adfd4ee1c2dc6 |
| Source note | uspto-grants-2003_12 |