HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → (E)-5-Methoxy-2-[2-(5-methyl-2-thienyl)ethenyl]-1-(2-pyridyl)-1H-benzimidazole oxalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole | HCID 9796241 | — |
| Reactant | (E)-3-(5-methyl-2-thienyl)acryloyl chloride | HCID 13100385 | — |
| Reactant | 2-amino-4-methoxy-N-(2-pyridyl)aniline | HCID 22736653 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (E)-5-Methoxy-2-[2-(5-methyl-2-thienyl)ethenyl]-1-(2-pyridyl)-1H-benzimidazole oxalate | HCID 22736742 | — |
Reaction Steps
Free base of the titled compound was prepared from 4-methoxy -2-amino-N-(2-pyridyl)aniline and (E)-3-(5-methyl-2-thienyl)acryloyl chloride (Sekiya, T.; Hiranuma, H.; Hata, S.; Mizogami, S.; Hanazuka, M.; Yamada, S. J. Med. Chem., 1983, 26, 411) according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). The free base and oxalic acid were dissolved into ethyl acetate. Concentration and recrystallization from MeOH/n-hexane yielded the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06310079B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-60426dc81a4f429fb5be3b19396f0fc9 |
| Source note | uspto-grants-2001_10 |