HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 5-(2-(((4-Bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinic acid | HCID 71060052 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate | HCID 71059826 | — |
Reaction Steps
Solid HATU (227 mg, 0.60 mmol) was added to a THF solution (4.8 mL) of 5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinic acid (250 mg, 0.60 mmol), i-Pr2NEt (0.31 mL, 1.79 mmol), and (3-alanine ethyl ester hydrochloride (96 mg, 0.63) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture was 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-0be1920eced241659f50e3699792b44f |
| Source note | uspto-grants-2014_06 |