HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-5-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-5-methoxyphenyl)picolinamido)propanoate | HCID 86674253 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-5-methoxyphenyl)picolinamido)propanoate | HCID 71060028 | — |
Reaction Steps
Solid NaBH(OAc)3 (1.3 g, 6.0 mmol) was added to a DCE solution (5 mL) of ethyl 3-(5-(2-formyl-5-methoxyphenyl)picolinamido)propanoate (1.4 g, 4.0 mmol), 4-bromoaniline (1.0 g, 6.0 mmol), and AcOH (0.23 mL, 4.0 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-5ba8018c02214ce9844a20e02cc53329 |
| Source note | uspto-grants-2014_06 |