Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-dimethyl-1H-pyrazol-4-amine | HCID 4431056 | — |
| Reactant | HCID 71727006 | HCID 71727006 | — |
| Solvent | (+-)-2-Butanol | HCID 6568 | — |
| Product | HCID 86696697 | HCID 86696697 | 66.2% |
Reaction Steps
(S)-1-(2-(tert-Butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4-yl)pyridin-2(1H)-one (0.100 g, 0.186 mmol) and 1,3-dimethyl-1H-pyrazol-4-amine (0.413 g, 3.72 mmol) were placed in s-BuOH (2 mL), heated to 110° C. overnight, then poured into water and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:10 DCM/MeOH) to give the product (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-((1,3-dimethyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (0.070 g, 66.2% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697715B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-a6394d4370e94c4f8baf4607309eda51 |
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| Source note | uspto-grants-2014_04 |
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