Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178437894 | HCID 178437894 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178437892 | HCID 178437892 | 68% |
Reaction Steps
A mixture of 1-cyclopentyl-3-ethyl-6-(methylsulfonyl) pyrazolo[3,4-d]pyrimidin-4-one (3 g, 9.6 mmol), phenol (6 g, 64 mmol) and NaH (0.5 g, 12.8 mmol, 60% dispersion in mineral oil) was heated at 170-175° C. for 5 hours. The reaction mixture was poured into water (50 mL) and extracted with CHCl3 (100 mL). The CHCl3 layer was concentrated in vacuo and the residue was purified by column chromatography on silica gel eluting with 10% ether/hexane to afford 2.1 g (68%) of 1-cyclopentyl-3-ethyl-6-(phenyloxy) pyrazolo[3,4-d]pyrimidin-4-one, as a white solid, m.p. 175-177° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05977118 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-b6349e3b09b14024a30cd7a8eaa885d7 |
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| Source note | uspto-grants-1999_11 |
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