Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 118364800 | HCID 118364800 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Formaldehyde | HCID 712 | — |
| Product | HCID 73504090 | HCID 73504090 | 34% |
Reaction Steps
(S)-tert-butyl 4-(4-(2-(2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholino)pyrimidin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 550 mg (0.88 mmol) was dissolved in 35% formaldehyde 0.5 ml and formic acid 2.5 ml, and charged with nitrogen, followed by stirring at 90° C. for 18 hours. After the completion of the reaction, the reaction mixture was cooled in an ice bath, and then adjusted to about pH 10 with a NaOH solution, followed by extraction with EA and brine, and the organic layer was dried over MgSO4. Column chromatography (methylene chloride:methanol=10:1) gave a product 161 mg (34%).
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-7d0805449daa4a47b4c9b1408d2f0012 |
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| Source note | uspto-grants-2016_08 |
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