HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Ethyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoate | HCID 86674255 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate | HCID 71059897 | — |
Reaction Steps
Solid NaBH(OAc)3 (446 mg, 2.1 mmol) was added to a DCE solution (7 mL) of ethyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoate, prepared as in Example 58 (500 mg, 1.4 mmol), 4-bromoaniline (362 mg, 2.1 mmol), and AcOH (0.08 mL, 1.4 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture diluted with EtOAc washed with water and brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-773cd95869894ebf8d361451da961fd3 |
| Source note | uspto-grants-2014_06 |