(4R,5S)-5-(3,5-difluoro-phenyl)-4-methyl-oxazolidin-2-one → (3-{4-Bromo-2-[(4R,5S)-5-(3,5-difluoro-phenyl)-4-methyl-2-oxo-oxazolidin-3-ylmethyl]-phenoxy}-4-methoxy-phenyl)-acetic acid methyl ester

HRID 885349Notes

Reaction equation

HRID 885349 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:15]=2[CH2:21]Br)[CH:6]=1.[F:24][C:25]1[CH:26]=[C:27]([C@@H:32]2[O:36][C:35](=[O:37])[NH:34][C@@H:33]2[CH3:38])[CH:28]=[C:29]([F:31])[CH:30]=1>>[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:15]=2[CH2:21][N:34]2[C@H:33]([CH3:38])[C@H:32]([C:27]3[CH:26]=[C:25]([F:24])[CH:30]=[C:29]([F:31])[CH:28]=3)[O:36][C:35]2=[O:37])[CH:6]=1

Participants

3

Reactant 2

HCID 58237579(4R,5S)-5-(3,5-difluoro-phenyl)-4-methyl-oxazolidin-2-oneHCID 58237646[3-(4-Bromo-2-bromomethyl-phenoxy)-4-methoxy-phenyl]-acetic acid methyl ester

Product 1

HCID 58237659(3-{4-Bromo-2-[(4R,5S)-5-(3,5-difluoro-phenyl)-4-methyl-2-oxo-oxazolidin-3-ylmethyl]-phenoxy}-4-methoxy-phenyl)-acetic acid methyl ester

Procedure

Prepared according to the procedure described in Example 6, Step 5, using the following starting materials: [3-(4-bromo-2-bromomethyl-phenoxy)-4-methoxy-phenyl]-acetic acid methyl ester and (4R,5S)-5-(3,5-difluoro-phenyl)-4-methyl-oxazolidin-2-one.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4c32689f77e541608d6cbf3df46376db
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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