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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77819Erstellt: 24. Oktober 2026

Methanol → 3-(3-(4-(6-Methyl-pyridin-2-ylmethoxy)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine

https://huagongshe.com/de/reaction/77819

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktSodium HydroxideHCID 14798—
Edukt2-(Chloromethyl)-6-methylpyridineHCID 76546—
Edukt4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)phenolHCID 25114386—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(3-(4-(6-Methyl-pyridin-2-ylmethoxy)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamineHCID 5925524751,7%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Methanol (3 mL) and 1 N aqueous sodium hydroxide solution (0.18 mL) were added to 4-(5-(2-amino-pyridin-3-yl)isoxazol-3-ylmethyl)-phenol (50 mg, 0.19 mmol) described in Manufacturing Example 5-1-1, which was then dissolved by irradiating ultrasonic wave. This solution was concentrated under a reduced pressure. To the resulting residue were added 2-chloromethyl-6-methyl-pyridine (31.8 mg, 0.22 mmol) described in Manufacturing Example 10-1-1 and N,N-dimethylformamide (2 mL), which was stirred for 20 minutes at 60° C. The reaction solution was partitioned into water and ethyl acetate. The organic layer was separated, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (36 mg, 51.7%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-704b2539ac8c438197dcecae42be4879
Quellennotizuspto-grants-2014_09