2-Mercaptoethanol → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-6-(2-hydroxyethylthio)hexanamide

HRID 52106Notes

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:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]Br)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:28][CH2:29][CH2:30][OH:31]>>[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:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][S:28][CH2:29][CH2:30][OH:31])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 15672-Mercaptoethanol

HCID 67725955HCID 67725955, compound

Product 1

HCID 67726086N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-6-(2-hydroxyethylthio)hexanamideYield 94%

Procedure

Following a procedure similar to that described in Example 67(b), but using N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-6-bromohexanamide [prepared as described in step (a) above] and 2-mercaptoethanol as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a 94% yield.

Sources & evidence

ORD record: ord-7b4bfbf50e3a431aa120f81a6c10844c
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616579

Reaction notes

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