Reacción #58418

Ecuación de reacción

4-fluoro-3-methylanisole

n-butyllithium

2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide

→

(2-Amino-6-chloro-pyridin-3-yl)-(5-fluoro-2-methoxy-4-methyl-phenyl)-methanone

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to −25-0° C.
2. 2
   workup.STIRRINGstirred for 1.5 hour

Procedimiento

To a solution of 4-fluoro-3-methylanisole (0.75 mL, 802 mg, 5.55 mmol, Aldrich 97%) in anhydrous tetrahydrofuran (5 mL) at −78° C., was added slowly a solution of n-butyllithium in hexanes (2.5 M, 2.22 mL, 5.55 mmol, Aldrich). The reaction was stirred at −78° C. for 10 mins before it was allowed to warm to −25-0° C. and stirred for 1.5 hour. The resulting aryllithium reagent was cooled back to −78° C. and reacted with 2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide as described in Example 7 to give (2-Amino-6-chloro-pyridin-3-yl)-(5-fluoro-2-methoxy-4-methyl-phenyl)-methanone as an off-white solid. HRMS, observed: 295.0645, Calcd for (M+H)+: 295.0644.

Fuente