Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 6-(4-Amino-2-methoxyphenyl)-3-cyclohexyl-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135948887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136043091 | HCID 136043091 | 215.7% |
Reaction Steps
To a 3 ml dichloromethane suspension of 100 mg (0.283 mmol) of the compound obtained in Example 44, 28 mg (0.0944 mmol) of triphosgene and 79 μl (0.566 mmol) of triethylamine were added, and the mixture was stirred at room temperature for 15 minutes. Then, 25 μl (0.283 mmol) of morpholine was added to the reaction mixture, and the mixture was stirred at room temperature for 4 hours. Water was added to the reaction mixture, and the mixture was extracted with dichloromethane. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=15/1) to obtain 95 mg (72%) of the captioned compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07268128B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-fe7bc71074694cfa9415e2457703389c |
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| Source note | uspto-grants-2007_09 |
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