HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (R)-methyl 3-(2-(hydroxymethyl)pyrrolidin-1-yl)-2-phenylquinoxaline-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Prolinol, (R)- | HCID 2724541 | — |
| Reactant | Methyl 3-chloro-2-phenylquinoxaline-6-carboxylate | HCID 77231183 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (R)-methyl 3-(2-(hydroxymethyl)pyrrolidin-1-yl)-2-phenylquinoxaline-6-carboxylate | HCID 67980606 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Into an 8-mL sealed tube, was placed a solution of methyl 3-chloro-2-phenylquinoxaline-6-carboxylate (150 mg, 0.50 mmol, 1.00 equiv), (R)-pyrrolidin-2-ylmethanol (150 mg, 1.49 mmol, 3.00 equiv), and potassium carbonate (345 mg, 2.50 mmol, 5.00 equiv) in Tol/DMSO (2.5/0.5 mL). The resulting mixture was stirred overnight at 100° C. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:50). This resulted in 120 mg (63%) of (R)-methyl 3-(2-(hydroxymethyl)pyrrolidin-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-c370c5c884844693936219f143f48e5c |
| Source note | uspto-grants-2014_12 |