HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(3-(3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)phenyl)-3-(trifluoro-methoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Trifluoromethoxy)benzoyl chloride | HCID 522854 | — |
| Reactant | 8-(3-aminophenoxy)pyrido[2,3-b]pyrazin-3(4H)-one | HCID 46901593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3-(3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)phenyl)-3-(trifluoro-methoxy)benzamide | HCID 44133722 | 60.2% |
Reaction Steps
Method G1: 8-(3-aminophenoxy)pyrido[2,3-b]pyrazin-3(4H)-one (43 mg, 0.169 mmol) and diisopropylethylamine (44 μL, 0.254 mmol) were mixed in dry THF (5.0 mL) and 3-trifluoromethoxybenzoyl chloride (57 mg, 0.254 mmol) was added. This mixture was heated to reflux for 17 h. After cooling at RT, the solvent was removed in vacuo. The obtained oily residue was dissolved in DCM and washed with water and dried over MgSO4. After evaporation of DCM, the residue was retaken in Et2O, triturated and filtered off to afford the title compound as a white solid (45 mg, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912191B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-fab4da9dee8e41ff8155b2a4426776c4 |
| Source note | uspto-grants-2014_12 |