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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15287Erstellt: 27. Oktober 2026

Acetic Acid → 2-(S)-(4-Fluoro-phenyl)-N-{1-(S)-[(6-methoxy-pyridin-3-ylamino)-methyl]-2-methyl-propyl}-4-morpholin-4-yl-4-oxo-butyramide

https://huagongshe.com/reaction/15287

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
Edukt6-Methoxy-3-pyridinylamineHCID 81121—
EduktSodium cyanoborohydrideHCID 5003444—
Edukt2-(S)-(4-Fluoro-phenyl)-N-(1-(S)-formyl-2-methyl-propyl)-4-morpholin-4-yl-4-oxo-butyramideHCID 86598197—
LösungsmittelMethanolHCID 887—
Produkt2-(S)-(4-Fluoro-phenyl)-N-{1-(S)-[(6-methoxy-pyridin-3-ylamino)-methyl]-2-methyl-propyl}-4-morpholin-4-yl-4-oxo-butyramideHCID 11363455—

Reaktionsschritte

2-(S)-(4-Fluoro-phenyl)-N-(1-(S)-formyl-2-methyl-propyl)-4-morpholin-4-yl-4-oxo-butyramide (350 mg, 0.96 mmol, 1.0 eq.) and 5-Amino-2-methoxy-pyridine (240 μL, 1.92 mmol, 2.0 eq.) dissolved in MeOH (2.5 mL) and acetic acid (106 mL, 1.92 mmol, 2.0 eq.) added via syringe at room temperature. Sodium cyanoborohydride (121 mg, 1.92 mmol, 2.0 eq.) added in portion and the reaction monitored the reaction by LC/MS. Upon completion, solvents were evaporated and dissolved in EtOAc (100 mL) washed with brine, dried over MgSO4, filtered and evaporated. Purification by preparative mass-directed HPLC provided the title compound as a white solid after evaporation and lyophilization (2.6 mg, 5.6 □mol, 0.6%). HPLC-MS calcd. for C25H33FN4O4 (M+H+) 473.3, found 473.5.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732449B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6c62c4332ef44f8489b306f4c2675391
Quellennotizuspto-grants-2010_06