Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 118364779 | HCID 118364779 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118364791 | HCID 118364791 | 14.2% |
Reaction Steps
6-(1-methyl-1H-pyrazol-4-yl)-1-((1-(5-(1,2,3,6-tetrahydropyridin-4-yl)pyrimidin-2-yl)piperidin-3-yl)methyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine hydrochloride (71 mg, 0.14 mmol) was dissolved in DMF (2 ml), and then 2-bromoethanol (16 μl, 0.22 mmol), K2CO3 (100 mg, 0.72 mmol), and Et3N (100 ul, 0.72 mmol) were added, followed by stirring at room temperature overnight. After the completion of the reaction, the reaction mixture was extracted with H2O, EA, and brine, followed by drying (Na2SO4), filtration, and concentration under reduced pressure, and the residue was purified by column chromatography (MeOH:MC=1:10), to give 2-(4-(2-(3-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)piperidin-1-yl)pyrimidin-5-yl)-5,6-dihydropyridin-1(2H)-yl)ethanol (10 mg, 13%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403831B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-93c24fc52ef5432ab55bebf5a1560723 |
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| Source note | uspto-grants-2016_08 |
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