Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 136054883 | HCID 136054883 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21223938 | HCID 21223938 | 6.9% |
Reaction Steps
To a stirred suspension of 5.0 g of 7-(3-fluorophenyl)-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxamide (Example 6) in 250 ml of dry tetrahydrofuran, cooled to -78° C. (dry-ice, acetone) was added 1.70 g of sodium hydride (60% dispersion in mineral oil) in one portion. The reaction mixture was stirred at -78° C. for 30 minutes then 2.05 g of cyanogen bromide was added and the mixture was stirred for an additional 2 hours at -78° C., then slowly allowed to warm to room temperature over 16 hours. The reaction mixture was diluted with water and the solid was collected by filtration, washed with water, then ether to give 376 mg of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04916137 |
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| Source dataset | uspto-grants-1990_04 |
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| ORD ID | ord-658cca6b92904d8d87e53de435c427c5 |
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| Source note | uspto-grants-1990_04 |
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