HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Benzamide, N-(3-methyl-2-pyridyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 2-Amino-3-methylpyridine | HCID 15347 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Benzamide, N-(3-methyl-2-pyridyl)- | HCID 90211 | — |
| Product | 2-Phenyl-1H-pyrrolo(2,3-b)pyridine | HCID 606682 | — |
Reaction Steps
2-phenyl-7-azaindole was prepared in two steps. First, 2-amino-3-picoline was reacted with benzoyl chloride in chloroform in the presence of pyridine to produce 2-benzamido-3-picoline in 33% yield. Second, pyrolysis of 2-benzamido-3-picoline in N-methylaniline in the presence of NaH at 280° C. was performed to produce 2-phenyl-7-azaindole (FIG. 18) in 58% yield. This compound was characterized by NMR spectroscopy.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06312835B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-3d6d695c26c949799f6b6c52983e589d |
| Source note | uspto-grants-2001_11 |