Reaction #80357

ord-7633f3908fbb4e1ba9da02e80d9bc1d6

Reaction equation

$O=C(CCCCl)NC/C=C\COc1cc(CN2CCCCC2)ccn1$

N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]-4-chlorobutyramide

2-mercapto-5-methyl -1,3,4-oxadiazole

→

$Cc1nnc(SCCCC(=O)NC/C=C\COc2cc(CN3CCCCC3)ccn2)o1$

title compound

Yield 79.0%

$Cc1nnc(SCCCC(=O)NC/C=C\COc2cc(CN3CCCCC3)ccn2)o1$

N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-(5-methyl-1,3,4-oxadiazol-2-ylthio)butyramide

Yield 79.0%

Reactants

$O=C(CCCCl)NC/C=C\COc1cc(CN2CCCCC2)ccn1$

N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]-4-chlorobutyramide

2-mercapto-5-methyl -1,3,4-oxadiazole

Reagents

None

Conditions

Detailed conditions

See reaction.notes.procedure_details.

Procedure

Following a procedure similar to that described in Example 34, but using N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]-4-chlorobutyramide (prepared as described in Preparation 2) and 2-mercapto-5-methyl -1,3,4-oxadiazole as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as an oil in a 79% yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05616579uspto-grants-1997_04