1-(4-Pyridinyl)-4-piperidinecarbonyl chloride → HCID 70228738, compound

HRID 1738839Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([C:13](Cl)=[O:14])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[NH2:16][CH:17]([C:37](N1CCCCC1)=[O:38])[CH2:18][NH:19][C:20](=[O:36])[CH2:21][NH:22][S:23]([C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=1)(=[O:25])=[O:24]>>[CH:27]1[C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:34]=[CH:35][C:26]=1[S:23]([NH:22][CH2:21][C:20]([NH:19][CH2:18][CH:17]([C:37]([CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][NH:1]1)=[O:38])[NH:16][C:13]([CH:10]1[CH2:11][CH2:12][N:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[CH2:8][CH2:9]1)=[O:14])=[O:36])(=[O:24])=[O:25]

Participants

Reactant 2

HCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chloride

HCID 22721781HCID 22721781, compound

Product 1

HCID 70228738HCID 70228738, compoundYield 41%

Procedure

Using an analogous procedure to that described in Example 1, 1-(4-pyridyl)piperidine-4-carbonyl chloride was reacted with N-[2-amino-2-(piperidinocarbonyl)ethyl]-2-(2-naphthalenesulphonamido)-acetamide to give 2-(2-naphthalenesulphonamido)-N-{2-piperidino-carbonyl-2-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}acetamide in 41% yield, m.p. 200°-202° C.;

Sources & evidence

ORD record: ord-83d9bcf19b6f424f8f6069ddc8f215c3
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965559

Reaction notes

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