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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 927529Erstellt: 26. Oktober 2026

Water → Methyl 5-bromo-6-(cyclopropylmethoxy)picolinate

https://huagongshe.com/reaction/927529

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktSodium CarbonateHCID 10340—
Edukt5-Bromo-6-cyclopropylmethoxy-pyridine-2-carboxylic acidHCID 71087543—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 5-bromo-6-(cyclopropylmethoxy)picolinateHCID 7108728648%

Reaktionsschritte

A solution of 5-bromo-6-(cyclopropylmethoxy)-pyridine-2-carboxylic acid (Example 9 d, 0.4 g, 1.5 mmol), iodomethane (CAN 16519-98-5, 0.42 g, 3 mmol), sodium carbonate (0.16 g, 1.5 mmol) in DMF (10 mL) was stirred overnight at room temperature. Water was poured into the reaction solution and the resulting mixture was extracted with ethyl acetate (3×30 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 20 g, 5% ethyl acetate in petroleum ether) to yield the title compound (0.2 g, 0.7 mmol, 48%) as white solid; MS (EI): m/e=286.0 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09290451B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-a2253c8ec27c4c91a7f0571aa1c9f27e
Quellennotizuspto-grants-2016_03