Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 57929479 | HCID 57929479 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 57929469 | HCID 57929469 | 67.3% |
Reaction Steps
To a solution of 5-amino-6-bromo-8-cyclobutyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (50 mg, 0.15 mmol) in 0.5 mL NMP was added copper(I) cyanide (56 mg, 0.63 mmol). The resulting mixture was heated at 220° C. in a microwave reactor for 20 min. After cooling, the reaction mixture was treated with a mixture of NaHCO3 (sat'd, aq) and EtOAc. The mixture was filtered and the collected solid then mixed with NH4OH (15%, aq). The aqueous mixture was extracted with EtOAc and then combined organic layers and evaporated under reduced pressure. The crude residue was purified by preparative TLC (DCM/MeOH, 93/7) to give 29 mg of 5-amino-6-cyano-8-cyclobutyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268840B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-eb1640c429d84298a23dc207ec3f9860 |
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| Source note | uspto-grants-2012_09 |
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