N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-chlorobutyramide → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)butyramide

HRID 52081Notes

Reaction equation

HRID 52081 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][NH:19][C:20](=[O:25])[CH2:21][CH2:22][CH2:23]Cl)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:26][C:27]1[S:28][C:29]([CH3:32])=[N:30][N:31]=1>>[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][NH:19][C:20](=[O:25])[CH2:21][CH2:22][CH2:23][S:26][C:27]3[S:28][C:29]([CH3:32])=[N:30][N:31]=3)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 67726214N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-chlorobutyramideHCID 178434161HCID 178434161, compound

Product 1

HCID 67725925N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)butyramideYield 78%

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-thiadiazole as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 65°-68° C., in a 78% yield.

Sources & evidence

ORD record
ord-abf1856e46804db9a102992e35f656c9
Source dataset
uspto-grants-1997_04
Patent number
US05616579

Reaction notes

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