3,3-Dimethylbutanoyl chloride → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-[2-(3,3-dimethylbutyryloxy)ethylthio)acetamide

HRID 52117

Reaction equation

HRID 52117 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:26])[CH2:21][S:22][CH2:23][CH2:24][OH:25])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:27][C:28]([CH3:34])([CH3:33])[CH2:29][C:30](Cl)=[O: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:26])[CH2:21][S:22][CH2:23][CH2:24][O:25][C:30](=[O:31])[CH2:29][C:28]([CH3:34])([CH3:33])[CH3:27])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 67725880N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-hydroxyethylthio)acetamide

Product 1

HCID 67726203N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-[2-(3,3-dimethylbutyryloxy)ethylthio)acetamideYield 83%

Procedure

Following a procedure similar to that described in Example 7, but using N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-hydroxyethylthio)acetamide (prepared as described in Example 1) and 3,3-dimethylbutyryl chloride as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in an 83% yield.

Sources & evidence

ORD record
ord-268bfa98db9942d5bbe082505c234cb1
Source dataset
uspto-grants-1997_04
Patent number
US05616579

Linked notes

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