HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662474Erstellt: 25. Oktober 2026
2,5-Dimethylpyrrolidine, (2R,5R)- → Methyl 2-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate
https://huagongshe.com/reaction/1662474
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2,5-Dimethylpyrrolidine, (2R,5R)- | HCID 641767 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | 2'-Fluoro-2-formyl-5'-methoxy-biphenyl-4-carboxylic acid methyl ester | HCID 57467630 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Methyl 2-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate | HCID 57705891 | 13,9% |
Reaktionsschritte
Sodium cyanoborohydride (0.071 g, 1.1 mmol) was added to a solution of 66.60C (0.180 g, 0.62 mmol) and (2R,5R)-2,5-dimethylpyrrolidine (available from Aldrich) (0.073 g, 0.74 mmol) in MeOH (3 mL). The reaction was stirred at 110° C. for 30 minutes and then was diluted with EtOAc (100 mL). The mixture was washed with an aqueous Na2CO3 solution and brine, and dried over anhydrous sodium sulfate. After filtration, solvent was removed, and the residue was purified by flash chromatography (silica gel, 1:6 EtOAc/hexane) and gave 66.71A (32 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08030354B2 |
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| Quelldatensatz | uspto-grants-2011_10 |
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| ORD ID | ord-366654af05f644e59206834295c4caf3 |
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| Quellennotiz | uspto-grants-2011_10 |
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