4-Methylpiperidine → HCID 22721800, compound

HRID 1976015Notes

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([NH:14][CH2:15][C:16]([NH:18][CH:19]([CH2:23][NH:24][C:25]([CH:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=2)[CH2:29][CH2:28]1)=[O:26])[C:20]([OH:22])=O)=[O:17])(=[O:13])=[O:12].[CH3:39][CH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>>[CH3:39][CH:40]1[CH2:45][CH2:44][N:43]([C:20]([CH:19]([NH:18][C:16](=[O:17])[CH2:15][NH:14][S:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)(=[O:12])=[O:13])[CH2:23][NH:24][C:25]([CH:27]2[CH2:28][CH2:29][N:30]([C:33]3[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=3)[CH2:31][CH2:32]2)=[O:26])=[O:22])[CH2:42][CH2:41]1

Participants

Reactant 2

HCID 693814-Methylpiperidine

HCID 22721821HCID 22721821, compound

Product 1

HCID 22721800HCID 22721800, compoundYield 22%

Procedure

Using an analogous procedure to that described in Example 20, 2-[2-(2-naphthalenesulphonamido)acetamido]-3-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]propionic acid was reacted with 4-methylpiperidine to give N-{1-(4-methylpiperidin-1-ylcarbonyl)-2-[1-(4-pyridyl)piperidin-4-ylcarbonylamino]ethyl}-2-(2-naphthalenesulphonamido)acetamide in 22% yield.

Sources & evidence

ORD record: ord-0e4ef63f321e4c11a519a1bd1bf78aa9
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06225309B1

Reaction notes

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