Réaction #7281

ord-5a2f7a20ec2f494cadf3ca0313a915ff

Équation de réaction

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
Rendement 74.0%
OCc1ccc(CNc2ccccn2)cc1
[4-(Pyridin-2-ylaminomethyl)-phenyl]-methanol
Rendement 74.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07084155B2uspto-grants-2006_08