Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 118364864 | HCID 118364864 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Formaldehyde | HCID 712 | — |
| Product | HCID 118364776 | HCID 118364776 | 16.3% |
Reaction Steps
tert-butyl 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-dihydropyridine-1(2H)-carboxylate (71 mg, 0.13 mmol) was dissolved in 35% HCHO (0.2 ml)+HCO2H (1 ml), followed by stirring at 95° C. overnight. After the completion of the reaction, the reaction mixture was adjusted to pH 11-12 with NaOH (aq.), and 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 (1-((1-(5-(1-methyl-1,2,3,6-tetrahydro pyridin-4-yl)pyrimidin-2-yl)piperidin-3-yl)methyl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazine (10 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09403831B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-e396328fa0ad4de88b8d7390de50a741 |
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| Source note | uspto-grants-2016_08 |
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