Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Amino-4-cyanopyrazole | HCID 85515 | — |
| Reactant | HCID 67198387 | HCID 67198387 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 11494821 | HCID 11494821 | 42.5% |
Reaction Steps
A mixture of 0.134 g (1.24 mmol) of 4-cyano-2H-pyrazol-3-ylamine and 0.43 g (1.24 mmol) of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-methyl-benzenesulfonamide in 10 ml of glacial acetic acid was refluxed for 8 hours and then the solvent was removed by reduced pressure distillation. To the resulting residue were added 10 ml of dichloromethane and 10 ml of saturated sodium bicarbonate solution. The two layers were separated, and the aqueous layer was washed with 10 ml of dichloromethane. The organic layers were washed with 10 ml of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate, gave 205 mg of N-[3-(3-cyano-pyrazolo[1,5-a]pyrimidin-7-yl)-phenyl]-N-methyl-benzenesulfonamide as a yellow solid (yield 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947688B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-b31825fe6a7840f0b22632489cc7d6d5 |
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| Source note | uspto-grants-2011_05 |
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