HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hexamethylenetetramine | HCID 4101 | — |
| Reactant | 1H-Pyrrolo(2,3-b)pyridine | HCID 9222 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | 50% |
Reaction Steps
A solution of 7-azaindole (23.6 g, 0.20 mol) and hexamethylenetetramine (42 g, 0.30 mol) in 33% acetic acid (84 g, 1.4 mol and 168 ml H2O) is refluxed for 6 h. The resulting clear yellow solution is diluted with water, and the product is allowed to crystallize in the refrigerator overnight. Recrystallization of the crude product from water gave almost pure title compound in 50% yield (14.9 g). m.p. 216°-218° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05397787 |
| Source dataset | uspto-grants-1995_03 |
| ORD ID | ord-3aebdeb7779e4788832576ea69076970 |
| Source note | uspto-grants-1995_03 |