Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Hydantoin | HCID 10006 | — |
| Reactant | HCID 58314303 | HCID 58314303 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178518485 | HCID 178518485 | — |
Reaction Steps
5-(Cyclopentylamino)-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (1.0 eq, 20 mg, 0.070 mmol) was mixed in a vial with hydantoin (2.8 eq, 20 mg, 0.20 mmol) in Ethanol (0.3 ml). Piperidine (2.9 eq, 20 ul, 0.202 mmol) was added and the mixture was stirred at 90° C. for 3 hours. The mixture was cooled down, the precipitate was filtered, washed with ethanol and dried. (Z)-5-((5-(cyclopentylamino)-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione was isolated as a solid (25 mg, 100%). LCMS (ES): >95% pure, m/z 368 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09303033B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-7b04a0513496421494247dade5f38279 |
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| Source note | uspto-grants-2016_04 |
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