HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66922753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 58139016 | HCID 58139016 | — |
| Reactant | HCID 66616818 | HCID 66616818 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 66922753 | HCID 66922753 | 48.7% |
Reaction Steps
To a solution of {4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]phenyl}acetic acid (Intermediate 5) (0.1 g, 0.26 mmol) in DCM/DMF (1:1, 6 ml) were added EDCI (0.055 g, 0.29 mmol), DMAP (0.003 g, 0.03 mmol) and triethylamine (40 μl, 0.29 mmol) followed by the addition of cyclopentyl 2-methylalaninate hydrochloride (Intermediate 7) (0.059 g, 0.29 mmol). The mixture was stirred at RT overnight. The reaction mixture was diluted with EtOAc (20 ml), washed with water (2×20 ml), brine (20 ml) then dried (MgSO4), filtered and concentrated under reduced pressure to leave a yellow oil. Purification by column chromatography (100% EtOAc) afforded the title compound as a pale yellow solid (68 mg, 48%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778953B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c344ba7f6b714b8f945d95f6c144eaaf |
| Source note | uspto-grants-2014_07 |