Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate | HCID 9906257 | — |
| Reactant | HCID 178469716 | HCID 178469716 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19100426 | HCID 19100426 | 62.3% |
Reaction Steps
A mixture of ethyl 2-ethyl-4-hydroxythieno[2,3-b]pyridine-5-carboxylate (200 mg, 0.8 mmol), 4-(2-t-butoxycarbonylphenyl)benzyl bromide (300 mg, 0.9 mmol) and cesium carbonate (650 mg, 2.0 mmol) in DMF (10 ml) was stirred at 60° C. for 3 hours and further at 100° C. for an additional hour. After cooling, the reaction mixture was poured into water followed by extraction with ethyl acetate. The organic layer was washed with water, dried (MgSO4), and evaporated to dryness. The resulting residue was purified by flash column chromatography on silica gel to give 258 mg (62%) of the title compound as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05284661 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-426f5ff9379b460d91f9baf6958b8a8c |
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| Source note | uspto-grants-1994_02 |
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