Reacción #7281

ord-5a2f7a20ec2f494cadf3ca0313a915ff

Ecuación de reacción

O=Cc1ccc(CO)cc1
4-hydroxymethyl-benzaldehyde
Nc1ccccn1
2-aminopyridine
CC(=O)O
acetic acid
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
OCc1ccc(CNc2ccccn2)cc1
title compound
Rendimiento 74.0%
OCc1ccc(CNc2ccccn2)cc1
[4-(Pyridin-2-ylaminomethyl)-phenyl]-methanol
Rendimiento 74.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroone hour at 50° C., followed by purification of crude material

Procedimiento

Using general procedure B: Reaction of 4-hydroxymethyl-benzaldehyde (1.01 g, 7.42 mmol), 2-aminopyridine (697 mg, 7.42 mmol), acetic acid (0.5 mL) and sodium triacetoxyborohydride (3.2 g, 14.8 mmol) in THF (20 mL) at room temperature under N2 for 40 min., then one hour at 50° C., followed by purification of crude material using chromatography on silica gel (2:2:96 CH3OH—NH3 H2O—CH2Cl2), afforded the title compound (1.17 g, 74%) as white foam.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084155B2uspto-grants-2006_08