Methanol → {4-Methoxy-3-[4-morpholin-4-yl-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid

HRID 885378Notes

Reaction equation

C([O:3][C:4](=[O:34])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:17][C:16]=2[CH2:27][N:28]2[CH2:32][CH2:31][O:30][C:29]2=[O:33])[CH:7]=1)C.CO.[OH-].[Li+]>O>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][C:4]([OH:34])=[O:3])=[CH:7][C:8]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]2)=[CH:17][C:16]=1[CH2:27][N:28]1[CH2:32][CH2:31][O:30][C:29]1=[O:33]

Participants

Conditions

Temperature: 60 °C

Procedure

{4-Methoxy-3-[4-morpholin-4-yl-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid ethyl ester (0.43 mmol) ini MeOH and H2O was treated with lithium hydroxide, and the reaction was stirred at 60° C. for 20 minutes. The mixture was acidified and concentrated, and the reside was purified by preparative HPLC to give the title compound.

Workup

concentrationconcentrated
customthe reside was purified by preparative HPLC

Sources & evidence

ORD record: ord-30c719c05ffb4a22b7aa3dd3e4e3a7e1
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08242145B2

Reaction notes

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