Hydrochloric Acid → 3-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-(2-oxoimidazolidin-1-yl)phenyl}oxazolidin-2-one

HRID 1804288Notes

Reaction equation

C([N:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:10]=[C:11]([N:31]3[CH2:35][CH2:34][O:33][C:32]3=[O:36])[CH:12]=[CH:13][C:14]=2[C:15]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[CH:25][N:24]=3)[CH2:19][CH2:18]2)=[O:16])[C:5]1=[O:37])(=O)C.CO.[OH-].[Na+].Cl>O>[CH3:29][C:28]1[C:23]([N:20]2[CH2:21][CH2:22][N:17]([C:15]([C:14]3[CH:13]=[CH:12][C:11]([N:31]4[CH2:35][CH2:34][O:33][C:32]4=[O:36])=[CH:10][C:9]=3[N:6]3[CH2:7][CH2:8][NH:4][C:5]3=[O:37])=[O:16])[CH2:18][CH2:19]2)=[N:24][CH:25]=[C:26]([CH3:30])[CH:27]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To 3-{3-(3-acetyl-2-oxoimidazolidin-1-yl)-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one (156 mg) described in Example 209 were added methanol (2 mL) and 1N aqueous sodium hydroxide solution (0.31 mL), and the mixture was stirred at 50° C. 1N hydrochloric acid (0.31 mL) and water were added, and the mixture was extracted with ethyl acetate. The solvent was evaporated, and the residue was purified by column chromatography (ethyl acetate:methanol) to give the title compound (13 mg).

Workup

extractionthe mixture was extracted with ethyl acetate
customThe solvent was evaporated
customthe residue was purified by column chromatography (ethyl acetate:methanol)

Sources & evidence

ORD record: ord-0aaf63ca98944fcb838ccf69ccfc18be
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354401B2

Reaction notes

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