HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[4-(3-cyclohexyl-1-methyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-3-methoxyphenyl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-[4-(3-cyclohexyl-1-methyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-3-methoxyphenyl]-N-(methylsulfonyl)methanesulfonamide | HCID 136005960 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[4-(3-cyclohexyl-1-methyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-3-methoxyphenyl]methanesulfonamide | HCID 136005815 | 22.4% |
Reaction Steps
To a 2 ml methanol solution of 100 mg (0.20 mg) of the compound obtained in Example 141, 1 ml of a 1M aqueous solution of sodium hydroxide was added, and the mixture was stirred at room temperature for 3 hours. Then, the reaction mixture was diluted with water, and the dilution was washed with dichloromethane. The aqueous layer was acidified with a 2M aqueous solution of hydrochloric acid, and precipitated solids were collected by filtration, followed by drying and recrystallization to obtain 19 mg (22%) of the captioned compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07268128B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-ee14cbf754f84fd9bd9e19ea23140b26 |
| Source note | uspto-grants-2007_09 |