N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-chlorobutyramide → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-[1-(2-hydroxyethyl)tetrazol-5-ylthio]butyramide

HRID 52086Notes

Reaction equation

HRID 52086 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.[OH:26][CH2:27][CH2:28][N:29]1[C:33]([SH:34])=[N:32][N:31]=[N:30]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:34][C:33]3[N:29]([CH2:28][CH2:27][OH:26])[N:30]=[N:31][N:32]=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 178521269HCID 178521269, compound

Product 1

HCID 67726332N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-[1-(2-hydroxyethyl)tetrazol-5-ylthio]butyramideYield 63%

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 1-(2-hydroxyethyl)-5-mercaptotetrazole as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as an oil in a 63% yield.

Sources & evidence

ORD record
ord-ea8555c3fce34073b640a057b47614d9
Source dataset
uspto-grants-1997_04
Patent number
US05616579

Reaction notes

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