2-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-N-hydroxy-3-methyl-butyramide → 2-(R)-[4-(5-Pyridin-3-ylpyrimidin-2-yl)piperazine-1-sulfonylmethyl]-N-hydroxy-3-methylbutyramide

HRID 393752Notes

Reaction equation

HRID 393752 reaction equation
F[C:2]1C=[CH:6][C:5]([C:8]2[CH:9]=[N:10][C:11]([N:14]3[CH2:19][CH2:18][N:17]([S:20]([CH2:23][C@H:24]([CH:29]([CH3:31])[CH3:30])[C:25]([NH:27][OH:28])=[O:26])(=[O:22])=[O:21])[CH2:16][CH2:15]3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.CC(C)[C@@H](CS([N:42]1CCN(C2N=CC(C3C=NC=CC=3)=CN=2)CC1)(=O)=O)C(O)=O>>[N:42]1[CH:2]=[CH:3][CH:4]=[C:5]([C:8]2[CH:13]=[N:12][C:11]([N:14]3[CH2:15][CH2:16][N:17]([S:20]([CH2:23][C@H:24]([CH:29]([CH3:30])[CH3:31])[C:25]([NH:27][OH:28])=[O:26])(=[O:22])=[O:21])[CH2:18][CH2:19]3)=[N:10][CH:9]=2)[CH:6]=1

Participants

3

Reactant 2

HCID 235197322-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-N-hydroxy-3-methyl-butyramideHCID 235197463-Methyl-2-(R)-[4-(5-pyridin-3-ylpyrimidin-2-yl)piperazine-1-sulfonylmethyl]butyric acid

Product 1

HCID 235197342-(R)-[4-(5-Pyridin-3-ylpyrimidin-2-yl)piperazine-1-sulfonylmethyl]-N-hydroxy-3-methylbutyramideYield 88%

Procedure

Prepared according to the method for the preparation of 2-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-N-hydroxy-3-methylbutyramide, from 3-methyl-2-(R)-[4-(5-pyridin-3-ylpyrimidin-2-yl)piperazine-1-sulfonylmethyl]-butyric acid (0.137 g), to provide the title compound as a white solid (0.126 g, 88%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-21ea502fa1474f159cb41aaa9ba6978a
Source dataset
uspto-grants-2004_10
Patent number
US06809100B2

Reaction notes

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