HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 57750720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | 4-[(4-Amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)methyl]piperidin-4-ol | HCID 67157772 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 57750720 | HCID 57750720 | 44.4% |
Reaction Steps
Methanesulfonic anhydride (0.160 g, 0.922 mmol) was added to a slurry of 4-[(4-amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)methyl]piperidin-4-ol (0.300 g, 0.922 mmol) in chloroform (10 mL). After 16 hours, 2M aqueous sodium carbonate was added and the biphasic mixture was stirred for 30 minutes resulting in a white precipitate. The mixture was extracted with 10% methanol in dichloromethane. The solution was concentrated. The residue was purified via automated flash chromatography and recrystallized from acetonitrile to provide 0.165 g of 4-[(4-amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)methyl]-1-(methylsulfonyl)piperidin-4-ol as a white solid, mp 268-270° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943636B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-9556807ff6134ed087fe0478d50ff609 |
| Source note | uspto-grants-2011_05 |