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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271888Erstellt: 27. Oktober 2026

Triethylamine → N-(5-Fluoropyridin-2-yl)pivalamide

https://huagongshe.com/reaction/271888

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPivaloyl chlorideHCID 62493—
EduktSodium BicarbonateHCID 516892—
Edukt2-Amino-5-fluoropyridineHCID 2737701—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(5-Fluoropyridin-2-yl)pivalamideHCID 2229323776,6%

Reaktionsschritte

To a 0° C. solution of 2-amino-5-fluoropyridine (1.00 g, 8.92 mmol) and triethylamine (1.35 g, 13.4 mmol) in dichloromethane (30 mL) was added trimethylacetyl chloride (1.29 g, 10.7 mmol) and DMAP (0.11 g, 0.89 mmol). The solution was allowed to warm to room temperature. After 4 h, saturated aqueous NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered and concentrated and the residue purified by silica gel chromatography (5%→40% EtOAc/hexanes) to give the title compound (1.34 g). MS 197.3 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452903B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-47f432215c7b4240b483abc4b6918b8e
Quellennotizuspto-grants-2008_11