HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 68620615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Nitrophenylboronic acid | HCID 2773552 | — |
| Reactant | HCID 66801751 | HCID 66801751 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| Product | HCID 68620615 | HCID 68620615 | 89.7% |
Reaction Steps
The mixture of 1-tert-butyl 3-ethyl 6-bromo-1H-indazole-1,3-dicarboxylate (1.3 g), p-nitrophenyl boronic acid (666 mg), Pd (dppf)Cl2 (92 mg), and potassium carbonate (1 g) in N,N-dimethylformamide/water (4:1, 20 Ml) was stirred at room temperature for 24 h. Ethyl acetate and water were added. The organic layer was separated, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, EA only) to give 1-tert-butyl 3-ethyl 6-(4-nitrophenyl)-1H-indazole-1,3-dicarboxylate (1.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754209B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-2e8d3af1b3304c7fb88a419c99f73781 |
| Source note | uspto-grants-2014_06 |