(4R,5S)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one → (3-{2-[(4R,5S)-5-(3,5-Bis-trifluoromethyl-phenyl)-4-methyl-2-oxo-oxazolidin-3-ylmethyl]-4-bromo-phenoxy}-4-methoxy-phenyl)-acetic acid methyl ester

HRID 885350Notes

Reaction equation

HRID 885350 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]([F:44])([F:43])[C:26]1[CH:27]=[C:28]([C@@H:36]2[O:40][C:39](=[O:41])[NH:38][C@@H:37]2[CH3:42])[CH:29]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:31]=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:38]2[C@H:37]([CH3:42])[C@H:36]([C:28]3[CH:29]=[C:30]([C:32]([F:34])([F:35])[F:33])[CH:31]=[C:26]([C:25]([F:24])([F:43])[F:44])[CH:27]=3)[O:40][C:39]2=[O:41])[CH:6]=1

Participants

3

Reactant 2

HCID 53364081(4R,5S)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-oneHCID 58237646[3-(4-Bromo-2-bromomethyl-phenoxy)-4-methoxy-phenyl]-acetic acid methyl ester

Product 1

HCID 58237490(3-{2-[(4R,5S)-5-(3,5-Bis-trifluoromethyl-phenyl)-4-methyl-2-oxo-oxazolidin-3-ylmethyl]-4-bromo-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-bis-trifluoromethyl-phenyl)-4-methyl-oxazolidin-2-one.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-99bf2547bc9d459ba8bc09486d35cc13
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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