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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 419212Erstellt: 25. Oktober 2026

Azidotrimethylsilane → 6-Azido-pyridine-2-carboxylic acid methoxy-methyl-amide

https://huagongshe.com/reaction/419212

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAzidotrimethylsilaneHCID 78378—
Edukt6-fluoro-N-methoxy-N-methylpicolinamideHCID 59700620—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-Azido-pyridine-2-carboxylic acid methoxy-methyl-amideHCID 5794220425%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of 6-fluoro-pyridine-2-carboxylic acid methoxy-methyl-amide (1.19 g, 6.47 mmol) and azido-trimethylsilane (2.0 g, 16.8 mmol) in DMF (10 mL) was stirred at 110° C. for 72 h. The reaction mixture was diluted with 50 mL of dichloromethane and washed with water (3×50 mL). The organic layer was separated, evaporated to dryness, and subjected to column chromatography (SiO2, 40% EtOAc-hexanes) to obtain 6-azido-pyridine-2-carboxylic acid methoxy-methyl-amide (0.335 g) in 25% yield. ESMS m/z (relative intensity): 208 (M+H)+ (100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08093247B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-54e4ba292a5c43fba83ab73e8e8a8708
Quellennotizuspto-grants-2012_01