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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20092Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/20092

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). MS197.3 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745427B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-de4c3e90dbde439ca95c89e3caad9b5e
Quellennotizuspto-grants-2010_06