Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate | HCID 15326949 | — |
| Reactant | HCID 178504791 | HCID 178504791 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71534822 | HCID 71534822 | — |
Reaction Steps
DBU (0.118 mL, 0.785 mmol) was added 3-((4-(methylsulfonyl)phenyl)amino)-1H-pyrazole-4-carboxamide (Intermediate 34-2) (200 mg, 0.714 mmol) and tert-butyl 4-(cyanomethylidene)piperidine-1-carboxylate (Intermediate 19-1) (317 mg, 1.43 mmol) stirred in DMF (3 mL) and the mixture was heated to 50° C. for 5 h. The reaction mixture was cooled to 23° C., water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The combined organic fractions were dried (Na2SO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with EtOAc/hexanes to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09328099B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-b6d1a1b0d0df4715ba0ba077701abab8 |
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| Source note | uspto-grants-2016_05 |
|---|