HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178437996, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl 3-((trimethylsilyl)ethynyl)-1H-indazole-1-carboxylate | HCID 67981125 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178437996 | HCID 178437996 | 80% |
Reaction Steps
Potassium carbonate (880 mg, 6.4 mmol, 0.1 eq.) was added into a solution of tert-butyl 3-[(trimethylsilyl)ethynyl]-1H-indazole-1-carboxylate (20 g; 63.6 mmol; 1.0 eq.) in EtOH (400 mL) and the reaction mixture was stirred overnight at RT. Solvent was removed under vacuum while maintaining bath temperature below 25° C. The residue was dissolved in Et2O, washed with water (twice) and brine (four times). Organic layer was dried over magnesium sulfate, filtered and concentrated to afford the title compound as a brown solid (7.1 g, 80%). 1H NMR (300 MHz, DMSO-d6) δ: 13.44 (s, 1H), 7.71 (d, J=8.5 Hz, 1H), 7.59 (d; J=8.5 Hz, 1H), 7.41 (m, 1H), 7.22 (m, 1H), 4.50 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073892B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-658d6232161e46f58249e9490b24fa8c |
| Source note | uspto-grants-2015_07 |