Reacción #8326

Ecuación de reacción

(R)-1-amino-5-benzyloxymethyl-pyrrolidin-2-one

Boron trifluoride etherate

2-(4-fluoro-phenyl)-1-(6-methyl-pyridin-2-yl)-ethanone

→

title compound

(R)-5-Benzyloxymethyl-1-[2-(4-fluoro-phenyl)-1-(6-methyl-pyridin-2-yl)-ethylideneamino]-pyrrolidin-2-one

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe resulting mixture is stirred for 1 h
2. 2
   ConcentraciónThe mixture is concentrated in vacuo
3. 3
   Otrothe residue chromatographed on a SiO2 column (30% ethyl acetate/hexanes)

Procedimiento

Boron trifluoride etherate (0.25 mL, 1.98 mmol) is added to a solution of 2-(4-fluoro-phenyl)-1-(6-methyl-pyridin-2-yl)-ethanone (0.45 g, 1.98 mmol) in tetrahydrofuran (6.6 mL) under nitrogen and stirred for 30 min. A solution of (R)-1-amino-5-benzyloxymethyl-pyrrolidin-2-one (0.43 g, 1.98 mmol) in tetrahydrofuran (1.0 mL) is added and the resulting mixture is stirred for 1 h. The mixture is concentrated in vacuo and the residue chromatographed on a SiO2 column (30% ethyl acetate/hexanes) to yield the title compound, 380 mg (45%), as a yellow foam.

Fuente