HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (+/-)-tert-Butyl 2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-(1-(2-nitrophenyl)-1H-imidazol-2-yl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | tert-Butyl-1-(1H-imidazol-2-yl)-2-(7-methyl-2-[{2-[trimethylsilyl]ethoxy}methyl]-2H-indazol-5-yl)ethylcarbamate | HCID 57794668 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (+/-)-tert-Butyl 2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-(1-(2-nitrophenyl)-1H-imidazol-2-yl)ethylcarbamate | HCID 57794697 | — |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
tert-Butyl-1-(1H-imidazol-2-yl)-2-(7-methyl-2-[{2-[trimethylsilyl]ethoxy}methyl]-2H-indazol-5-yl)ethylcarbamate (25 mg, 0.53 mmol), 1-fluoro-2-nitrobenzene (14 mg, 0.13 mmol), and potassium carbonate (18.2 mg, 0.13 mmol) were combined in acetonitrile (1.0 mL) and heated via microwave at 125° C. for 30 h. The reaction was concentrated, dissolved in methylene chloride, and washed with water (2×), brine (2×), dried over sodium sulfate, and concentrated. Purification by column chromatography afforded 20.4 mg (65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569578B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-63c1ae77b23143d591e1e3b9c6a0ddc2 |
| Source note | uspto-grants-2009_08 |