HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl p-toluenesulfonate → (R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl p-toluenesulfonate | HCID 6645 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (R)-2-chloro-8-cyclopentyl-7-ethyl-7,8-dihydropteridin-6(5H)-one | HCID 24739252 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one | HCID 24820413 | 93% |
Reaction Steps
(7R)-2-Chloro-8-cyclopentyl-7-ethyl-7,8-dihydro-5H-pteridin-6-one 1n (3.50 g, 12.50 mmol) was dissolved in 80 mL of acetone followed by the addition of methyl p-toluenesulfonate (3.40 g, 18.70 mmol) and potassium carbonate (3.45 g, 25 mmol). The resulting mixture was heated to reflux for 2 hours with stirring and then cooled down to room temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (7R)-2-chloro-8-cyclopentyl-7-ethyl-5-methyl-5H-pteridin-6-one 1o (3.40 g, yield: 93.0%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691822B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-47c812ca098941d6b7e6cd29f500850e |
| Source note | uspto-grants-2014_04 |