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

HRID 1005905Notes

Reaction equation

HRID 1005905 reaction equation
FC1C=CC(C2C=NC(N3CCN(S(C[C@H](C(C)C)C([NH:27][OH:28])=O)(=O)=O)CC3)=NC=2)=CC=1.[Cl:32][C:33]1[CH:34]=[C:35]([C:40]2[CH:41]=[N:42][C:43]([N:46]3[CH2:51][CH2:50][N:49]([S:52]([CH2:55][C@H:56]([CH:60]([CH3:62])[CH3:61])[C:57](O)=[O:58])(=[O:54])=[O:53])[CH2:48][CH2:47]3)=[N:44][CH:45]=2)[CH:36]=[CH:37][C:38]=1[Cl:39]>>[Cl:32][C:33]1[CH:34]=[C:35]([C:40]2[CH:41]=[N:42][C:43]([N:46]3[CH2:47][CH2:48][N:49]([S:52]([CH2:55][C@H:56]([CH:60]([CH3:61])[CH3:62])[C:57]([NH:27][OH:28])=[O:58])(=[O:53])=[O:54])[CH2:50][CH2:51]3)=[N:44][CH:45]=2)[CH:36]=[CH:37][C:38]=1[Cl:39]

Participants

3

Reactant 2

HCID 235197322-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-N-hydroxy-3-methyl-butyramideHCID 235197352-(R)-{4-[5-(3,4-Dichlorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-3-methylbutyric acid

Product 1

HCID 235197272-(R)-{4-[5-(3,4-Dichlorophenyl)pyrimidin-2yl]piperazine-1-sulfonylmethyl}-N-hydroxy-3-methylbutyramideYield 29%

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 2-(R)-{4-[5-(3,4-dichlorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}-3-methylbutyric acid (0.270 g), to yield the title compound as a white solid (0.080 g, 29%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-96191c4c456a4c25b4d3790f5c4b59d4
Source dataset
uspto-grants-2004_09
Patent number
US06787536B2

Reaction notes

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