HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(5-bromopyridin-3-yl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(5-Bromo-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl ester | HCID 117667444 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(5-bromopyridin-3-yl)-1H-indole | HCID 58215675 | 81.7% |
Reaction Steps
2-(5-Bromo-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl ester (320 mg, 0.86 mmol) is added into 4.0 M HCl in EtOAc (10 mL) and the solution is stirred at room temperature for 16 hrs. The solvent is evaporated and the residue is dissolved in water and saturated aqueous NaHCO3 solution is used to adjusted the pH to 9-10. Then the mixture is extracted with DCM for three times. The organic layers are combined, dried over Na2SO4, filtered and concentrated to give 192 mg of the crude 2-(5-bromo-pyridin-3-yl)-1H-indole which is used in the next step directly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-93d8f4402b7f49a398ce3eb8a4f7d2ca |
| Source note | uspto-grants-2015_11 |