1-Glycoloylpiperidine-4-carboxylic acid → 5-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)-1-{[1-(hydroxyacetyl)piperidin-4-yl]carbonyl}piperidin-4-yl]-N-methylpyridine-2-carboxamide

HRID 1260989Notes

Reaction equation

HRID 1260989 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:10]([C@@H:12]2[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[CH3:11])=[O:9])=[N:6][CH:7]=1.[OH:26][CH2:27][C:28]([N:30]1[CH2:35][CH2:34][CH:33]([C:36](O)=[O:37])[CH2:32][CH2:31]1)=[O:29]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:10]([C@@H:12]2[CH2:17][CH2:16][N:15]([C:36]([CH:33]3[CH2:34][CH2:35][N:30]([C:28](=[O:29])[CH2:27][OH:26])[CH2:31][CH2:32]3)=[O:37])[CH2:14][C@H:13]2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[CH3:11])=[O:9])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 242848391-Glycoloylpiperidine-4-carboxylic acidHCID 866314225-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylpyridine-2-carboxamide

Product 1

HCID 689321915-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)-1-{[1-(hydroxyacetyl)piperidin-4-yl]carbonyl}piperidin-4-yl]-N-methylpyridine-2-carboxamide

Procedure

Using the compound obtained in step 1 and 1-(hydroxyacetyl)piperidine-4-carboxylic acid, and by the reaction and purification in the same manner as in Example 265, the title compound was obtained.

Workup

  1. customby the reaction and purification in the same manner as in Example 265

Sources & evidence

ORD record
ord-858049707c254f069489ed1c19886aff
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

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