HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → methyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridiniumtribromide | HCID 21124087 | — |
| Reactant | methyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate hydrochloride | HCID 57445356 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | methyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate | HCID 44608103 | 32.5% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 3.2 g of methyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate hydrochloride in 165 mL of pyridine is added dropwise, at 0° C. under an argon atmosphere, a solution of 5.04 g of pyridinium tribromide in 35 mL of pyridine. The reaction mixture is then stirred at 0° C., and then poured onto a mixture of 250 g of crushed ice and 750 ml of distilled water. The suspension is filtered and the solid is washed with twice 25 mL of distilled water and then dried in the open air. 0.87 g of methyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate is obtained in the form of a beige-coloured solid, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947706B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-f666b633612348f681c3270f17bb3df6 |
| Source note | uspto-grants-2011_05 |