HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1H-Pyrrolo[3,2-b]pyridine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hexamethylenetetramine | HCID 4101 | — |
| Reactant | 4-Azaindole | HCID 9226 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1H-Pyrrolo[3,2-b]pyridine-3-carbaldehyde | HCID 17964132 | 56% |
Reaction Steps
A mixture of 1H-pyrrolo[3,2-b]pyridine (947 mg, 8.02 mmol), hexamethylenetetramine (1.7 g, 12 mmol) and acetic acid (7.5 mL) in water (14 mL) was refluxed under N2 for 4 hours. The reaction mixture was cooled to RT, concentrated, and the residue was purified via flash chromatography (DCM/MeOH/NH4OH) affording 1H-Pyrrolo[3,2-b]pyridin-3-carbaldehyde as a white solid (660 mg, 56% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638517B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-679f0b950c964bb3b554ff7ad92f5f3d |
| Source note | uspto-grants-2009_12 |