HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 1-Methyl-3-(5H-pyrrolo[2,3-b]pyrazin-6-yl)-1H-indol-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-(5-methoxy-1-methyl-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine | HCID 9860448 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1-Methyl-3-(5H-pyrrolo[2,3-b]pyrazin-6-yl)-1H-indol-5-ol | HCID 22477232 | 94.8% |
Reaction Steps
A mixture of 6-(5-methoxy-1-methyl-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine [200 mg, Example 1(a)] hydrobromic acid (48%, 500 μl) and glacial acetic acid (3 mL) was heated under reflux for 14 hours. After cooling the mixture was neutralised by addition of saturated sodium bicarbonate solution. The resulting dark solid was filtered and then dried to give the title compound (180 mg) as a black solid, m.p. 289-290° C. MS: 264 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770643B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-fa933a135fd449209b494e29d6e5b87e |
| Source note | uspto-grants-2004_08 |