HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 15462806, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,3-Benzodioxole, 5-(chloromethyl)- | HCID 88713 | — |
| Reactant | HCID 15462808 | HCID 15462808 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | HCID 15462806 | HCID 15462806 | — |
Reaction Steps
To a solution of ethyl 3-(4-methoxyphenyl)pyrrolo[2,3-b]pyridine-2-carboxylate in HMPA stirred at ice bath temperature under an argon atmosphere is added NaH. A solution of piperonyl chloride in HMPA is added and the ice bath removed. The reaction mixture is stirred at room temperature then partitioned between 3 N HCl and EtOAc. The organic extract is washed successively with H2O, aqueous NaHCO3, H2O and saturated aqueous NaCl and dried (Na2SO4). The solvent is removed in vacuo. The residue is purified by chromatography to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06075037 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-d89a82ee3cf4466d82b1b8f1328d9ac3 |
| Source note | uspto-grants-2000_06 |