CPC C07D 265/30 (2013.01) | 20 Claims |
1. A method of making a delmopinol salt, comprising:
contacting
with a first reaction mixture comprising:
morpholine,
a first solvent,
H2O2, and
Na2WO4.2H2O,
wherein
is formed and X is an alcohol or protected alcohol;
contacting the
with a second reaction mixture comprising:
p-toluenesulfonic acid,
a second solvent,
H2 gas at a pressure of at least 10 kg/cm2, and
Pd/C,
wherein
is formed;
contacting the
with a third reaction mixture comprising:
a third solvent,
a salt,
a halogenated ethyl alcohol, ethylene oxide, or a halogenated ethane having a protected alcohol, and
optionally, a base,
wherein
is formed and X′ is an alcohol, protected alcohol, or halogen, and
contacting the
with a metal salt,
wherein
is formed and M+ is a metal cation,
with the proviso that the method does not comprise formation of
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