HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4'-(4-Bromo-2-propoxy-5-formylimidazol-1-ylmethyl)-3'-fluorobiphenyl-2-carboxylic acid t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 4'-bromomethyl-3'-fluoro-biphenyl-2-carboxylate | HCID 53375348 | — |
| Reactant | HCID 178458929 | HCID 178458929 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4'-(4-Bromo-2-propoxy-5-formylimidazol-1-ylmethyl)-3'-fluorobiphenyl-2-carboxylic acid t-butyl ester | HCID 59830905 | 98.8% |
Reaction Steps
5-Bromo-2-propoxy-3H-imidazole-4-carbaldehyde (2.1 g, 8.8 mmol), 4′-bromomethyl-3′-fluorobiphenyl-2-carboxylic acid t-butyl ester (3.2 g, 8.8 mmol) and potassium carbonate (3.6 g, 26.4 mmol) were dissolved in DMF (100 mL). The solution was stirred until the reaction was complete, as determined by HPLC. The mixture was extracted with EtOAc (200 mL), washed with saturated aqueous NaCl (4×100 mL), dried over MgSO4, evacuated to dryness, and purified by flash chromatography (EtOAc/hexanes) to yield compound A (4.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637562B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a8f5e7d4804c496fa64dc67e55bf7a37 |
| Source note | uspto-grants-2014_01 |