(E)-2-(4-chlorophenyl)ethene-1-sulfonyl chloride → 2-[(E)-4-chlorostyrylsulphonamido]-N-[1-piperidinocarbonyl-2-{1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}acetamide

HRID 1738872Notes

Reaction equation

HRID 1738872 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH:6][CH:7]([C:24]([N:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)=[O:25])[CH2:8][NH:9][C:10]([CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13]1)=[O:11])=[O:5].[Cl:32][C:33]1[CH:44]=[CH:43][C:36](/[CH:37]=[CH:38]/[S:39](Cl)(=[O:41])=[O:40])=[CH:35][CH:34]=1>>[Cl:32][C:33]1[CH:34]=[CH:35][C:36](/[CH:37]=[CH:38]/[S:39]([NH:2][CH2:3][C:4]([NH:6][CH:7]([C:24]([N:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)=[O:25])[CH2:8][NH:9][C:10]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[O:5])(=[O:41])=[O:40])=[CH:43][CH:44]=1

Participants

3

Reactant 2

HCID 5938154(E)-2-(4-chlorophenyl)ethene-1-sulfonyl chlorideHCID 219999762-amino-N-{l-piperidinocarbonyl-2-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}acetamide hydrochloride salt

Product 1

HCID 227219312-[(E)-4-chlorostyrylsulphonamido]-N-[1-piperidinocarbonyl-2-{1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}acetamideYield 16%

Procedure

Using an analogous procedure to that described in Example 2, 2-amino-N-{1-piperidinocarbonyl-2-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}acetamide hydrochloride salt was reacted with (E)-4-chlorostyrylsulphonyl chloride to give 2-[(E)-4-chlorostyrylsulphonamido]-N-{1-piperidinocarbonyl-2-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]-ethyl}acetamide as a gum (0.1 g, 16%);

Sources & evidence

ORD record
ord-6b986d727b2c41a8b5302b146c70054c
Source dataset
uspto-grants-1999_10
Patent number
US05965559

Reaction notes

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