Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Iodide | HCID 5238 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | L-Proline | HCID 145742 | — |
| Edukt | 4'-(3-Bromo-benzyloxy)-4,5-difluoro-2-methoxy-biphenyl | HCID 67153750 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Produkt | HCID 52920346 | HCID 52920346 | — |
Reaktionsschritte
To a vial containing copper(I) iodide (10 mg, 0.050 mmol), sodium iodide (30 mg, 0.2 mmol), cesium carbonate (114 mg, 0.35 mmol) and (S)-pyrrolidine-2-carboxylic acid (14 mg, 0.12 mmol) was added an aliquot of a stock solution of 4′-(3-bromo-benzyloxy)-4,5-difluoro-2-methoxy-biphenyl (1 ml of 0.1M in DMSO). The vial was sealed and heated to 100° C. for 15 hr. The reaction was filtered through Celite and purified by HPLC with increasing concentration of acetonitrile in water with 0.1% trifluoroacetic acid, yielding the product, (S)-1-[3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenyl]-pyrrolidine-2-carboxylic acid as an off white solid (11 mg, 25%). LC-MS (ES) calculated for C25H23F2NO4, 439.16; found m/z 440 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07939569B1 |
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| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-705b9bfed6444c87becea8ec85cfd6d6 |
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| Quellennotiz | uspto-grants-2011_05 |
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