HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl p-toluenesulfonate → (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl p-toluenesulfonate | HCID 6645 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-one | HCID 86668261 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one | HCID 86668262 | 81% |
Reaction Steps
The crude compound (7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-one 43c (7.17 g, 28.21 mmol), methyl p-toluenesulfonate (5.77 g, 31.03 mmol) and potassium carbonate (11.70 g, 84.60 mmol) were dissolved in 40 mL of acetone. The reaction solution was stirred for 12 hours and the precipite was filtered. The filter cake was washed with dichloromethane (100 mL). The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one 43d (6.14 g, yield: 81.0%) 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-71fa6967355f453fb038738493e884bc |
| Source note | uspto-grants-2014_04 |