HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminopyridine → 4-[(2-Aminopyridyl)methylene]-2-phenylbenzoylmethionine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-Formyl-2-phenylbenzoyl methionine methyl ester | HCID 10571267 | — |
| Solvent | Acetic acid methanol | HCID 10129899 | — |
| Product | 4-[(2-Aminopyridyl)methylene]-2-phenylbenzoylmethionine methyl ester | HCID 86586787 | — |
Reaction Steps
A mixture of the resultant aldehyde from Example 16E (1.0 equivalent), 2-aminopyridine (1.0 equivalent) and NaCNBH3 (1.5 equivalents) in methanol/acetic acid is stirred until the reaction is judged complete by TLC analysis. The mixture is poured into aqueous NaHCO3 and extracted into ethyl acetate which is dried and evaporated. Chromatography of the residue on silica gel affords the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06221865B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-3528ab9fdc4c4e1cad3596a67a81fd56 |
| Source note | uspto-grants-2001_04 |