HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminopyridine → 4-[(Pyridin-2-ylamino)carbonyl]-2-phenylbenzoyl methionine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | 3-hydroxy-1,2,3-benzotriazin-4(3H)-one | HCID 73026 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-Carboxy-2-phenylbenzoyl methionine methyl ester | HCID 20622825 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[(Pyridin-2-ylamino)carbonyl]-2-phenylbenzoyl methionine methyl ester | HCID 20622840 | — |
Reaction Steps
To a solution of the resultant acid from Example 60A (1.0 equivalent) in DMF is added 3-hydroxy-1,2,3-benzotriazin-4(3H)-one (1.5 equivalents) followed by 2-aminopyridine (1.0 equivalent) and 1-(3-dimehtylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.5 equivalents). When judged complete by TLC analysis, the reaction is taken up in ethyl acetate which is washed by 1N HCl and saturated brine, and then is dried and evaporated. The crude reaction mixture is purified by column chromatography to afford the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06221865B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-c0d1e95e86d74f5d9e0420a07cd6d5c2 |
| Source note | uspto-grants-2001_04 |