Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,5-Dihydro-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide | HCID 2737093 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9905671 | HCID 9905671 | — |
Reaction Steps
To a stirred solution of 556 mg of 4,5-dihydro-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide (prepared as described in Example 4) in 25 ml of dry tetrahydrofuran, under nitrogen, cooled to -78° C. (dry-ice, acetone), was added 159 mg of sodium hydride (60% dispersion in mineral oil) in one portion. After stirring the mixture at -78° C. for 30 minutes, 191 mg of cyanogen bromide was added in one portion. The reaction mixture temperature was maintained at -78° C. for 4 hours, then was allowed to warm to room temperature over 16 hours. The mixture was diluted with water and the solid which separated was collected and washed with water and ether to give the product as a brown solid, m.p. 287°-289° C. (dec).
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-c2d21d007dd84f0eaeab07d7fb89b067 |
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| Source note | uspto-grants-1990_04 |
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