HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 68610220, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Nitroindazole | HCID 21501 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine | HCID 4184869 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68610220 | HCID 68610220 | 22.2% |
Reaction Steps
tert-Butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate (30.6 mmol, 8.56 g), potassium carbonate (61.3 mmol, 8.47 g) and 5-nitro-1H-indazole (30.6 mmol, 5 g) were combined and heated to 100° C. in N,N-dimethylformamide (30 mL) for 3 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was dried over sodium sulfate and concentrated at reduced pressure. The resulting residue was purified by silica chromatography (eluting with a solvent gradient from dichloromethane to 30% ethyl acetate/heptane to 50% ethyl acetate/heptane) to afford the title compound (2.35 g). MS (ESI) m/z 291.0 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-74a3fe2e6e6d4626bd07c2ed20e37849 |
| Source note | uspto-grants-2015_08 |