HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59283904, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59283905 | HCID 59283905 | — |
| Reactant | HCID 178458929 | HCID 178458929 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59283904 | HCID 59283904 | 59.1% |
Reaction Steps
5-Bromo-2-propoxy-3H-imidazole-4-carbaldehyde (3.7 g, 15.7 mmol), 4′-bromomethyl-2′-fluorobiphenyl-2-carboxylic acid t-butyl ester (5.7 g, 15.7 mmol) and potassium carbonate (6.5 g, 47.0 mmol) were dissolved in DMF (50 mL, 646 mmol), and stirred at room temperature until the reaction was complete, as determined by HPLC. Water (100 mL) was added and the mixture was extracted with EtOAc (2×), washed with saturated aqueous NaCl (2×), dried over MgSO4, filtered and concentrated to yield a yellow oil. The oil was purified by flash chromatography (2-20% EtOAc/hexanes) to yield compound A (4.8 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637562B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-0f45dc36ff474c4a875d1c08255911f2 |
| Source note | uspto-grants-2014_01 |