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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,5-Dimethylpyrrolidine, (2R,5R)-HCID 641767—
EduktSodium cyanoborohydrideHCID 5003444—
Edukt2'-Fluoro-2-formyl-5'-methoxy-biphenyl-4-carboxylic acid methyl esterHCID 57467630—
LösungsmittelMethanolHCID 887—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 2-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 5770589113,9%

Reaktionsbedingungen

Temperatur110 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030354B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-366654af05f644e59206834295c4caf3
Quellennotizuspto-grants-2011_10