HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67041969, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(3-Chlorophenyl)piperidine--hydrogen chloride (1/1) | HCID 44890885 | — |
| Reactant | Methyl 3-bromo-2-phenylquinoxaline-6-carboxylate | HCID 86667202 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67041969 | HCID 67041969 | 71.2% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of methyl 3-bromo-2-phenylquinoxaline-6-carboxylate (150 mg, 0.44 mmol, 1.00 equiv), 4-(3-chlorophenyl)piperidine hydrochloride (204.2 mg, 0.88 mmol, 2.00 equiv), and DIEA (194.8 mg, 1.51 mmol, 5.00 equiv) in DMF (4 mL) was placed in an 8-mL sealed tube and stirred overnight at 100° C. in an oil bath. The reaction was then quenched by the addition of water, then concentrated under vacuum. Purification via silica gel column (ethyl acetate/petroleum ether (1:100)) yielded 143.5 mg (64%) of methyl 3-(4-(3-chlorophenyl)piperidin-1-yl)-2-phenylquinoxaline-6-carboxylate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916560B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-095188dfd2794a6e88338c9c46cea0f7 |
| Source note | uspto-grants-2014_12 |