HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-Chloro-1H-pyrrolo[2,3-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate | HCID 15013891 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 11344118 | 95% |
Reaction Steps
The synthesis was performed with reference to the known literature (International Patent Publication WO2008/080015). A solution of methyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (0.37 g, 1.8 mmol) in methanol (10 mL) was added with 5 N aqueous sodium hydroxide (2.0 mL), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, the residue was added with water, and the mixture was extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 6-chloro-1H-pyrrolo[2,3-b]pyridine (0.26 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156827B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-609d19aea12f45a585b0f3328f99ba74 |
| Source note | uspto-grants-2015_10 |