Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Propyl mercaptan | HCID 7848 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178437872 | HCID 178437872 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178437871 | HCID 178437871 | 61.8% |
Reaction Steps
To a solution of 1-cyclopentyl-3-ethyl-6-(3-methoxyphenyl methyl)pyrazolo[3,4-d]pyrimidin-4-one (4.49 g, 13 mmol) in DMF (123 mL) was added 97% NaH (1.26 g), followed 20 minutes later by propanethiol (2.96 g, 39 mmol). The reaction mixture was heated at 130° C. overnight, cooled to room temperature and then ice water, followed by acetic acid were added. A precipitate formed which was collected by filtration, recrystallized from ether and dried at 110° C. and 2 mm Hg to afford 2.72 g of 1-cyclopentyl-3-ethyl-6-(3-hydroxyphenylmethyl)pyrazolo[3,4-d]pyrimidin-4-one, m.p. 195-197° 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-ea1c4de4459e47728674ada5c19eaff5 |
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| Source note | uspto-grants-1999_11 |
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