Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 214342-79-7 | HCID 17866854 | — |
| Reactant | (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid | HCID 54020751 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 9931845 | HCID 9931845 | 66.5% |
Reaction Steps
Prepared by the method outlined in Example 15g) from (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-yl-butoxy]benzeneboronic acid (0.200 g, example 15f)), 4-bromothiophene-2-sulfonic acid amide (0.145 g, Example 42a)), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium(0) (0.025 g) in ethanol (3 ml). The mixture was heated at 90° C. for 4 hours and after cooling to room temperature the mixture was concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with ethyl acetate to afford the title compound as a solid (0.134 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06143751 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-b86538fabf504f85a7f06e22701445c7 |
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| Source note | uspto-grants-2000_11 |
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