HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86718147, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Reactant | HCID 86718148 | HCID 86718148 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 86718147 | HCID 86718147 | 9.3% |
Reaction Steps
A solution of 2,3-bis(4-ethylphenyl)quinoxaline-6-carboxylic acid (150 mg, 0.39 mmol, 1.00 equiv) in thionyl chloride (20 mL) was heated under reflux for 3 h in a oil bath. The resulting solution was concentrated under vacuum and diluted with 20 ml of CH2Cl2. The resulting solution was added to a solution of O-methyl-hydroxylamine hydrochloride (326 mg, 3.93 mmol, 10.00 equiv) and NEt3 (396 mg, 3.92 mmol, 10.00 equiv) in CH2Cl2 (20 mL) at 0° C. and stirred overnight at room temperature. The reaction mixture was concentrated under vacuum, and the crude product (100 mg) was purified by Prep-HPLC yielding 15 mg (7%) of 2,3-bis(4-ethylphenyl)-N-methoxyquinoxaline-6-carboxamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09370522B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-e2dc942f86e14f61a99f5926d702ab96 |
| Source note | uspto-grants-2016_06 |