Reacción #1253953

Ecuación de reacción

3-chloro-4-hydroxybenzoic acid hydrazide

4-(2-bromoethoxy)-2-methoxybenzaldehyde

2-phenylpiperidine

→

3-Chloro-4-hydroxybenzoic Acid {2-Methoxy-4-[2-(2-phenylpiperidin-1-yl)ethoxy]benzylidene}hydrazide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThis compound was prepared analogously to the compound
2. 2
   OtroAfter cleavage with 50% trifluoroacetic acid, the residue (1.0 g) was purified by column chromatography on silica gel (28 g)
3. 3
   Lavadoeluting with a mixture of methanol and dichloromethane (1:13)

Procedimiento

This compound was prepared analogously to the compound described in the previous example starting from resin bound 3-chloro-4-hydroxybenzoic acid hydrazide (resin—[building block 1]) (2 g, ˜2 mmoles), 4-(2-bromoethoxy)-2-methoxybenzaldehyde ([building block 2]) (0.73 g, 1.5 equivs.), and 2-phenylpiperidine ([building block 3]) (3.0 g, 10 equivs.). After cleavage with 50% trifluoroacetic acid, the residue (1.0 g) was purified by column chromatography on silica gel (28 g) eluting with a mixture of methanol and dichloromethane (1:13). This afforded 0.24 g of the title compound.

Fuente