Hydrochloric Acid → 1-[3-(4-Amidinophenyl)-2-oxo-5-oxazolidinylcarbonyl]piperidine-4-carboxylic acid, hydrochloride
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]([O:25]C(C)(C)C)=[O:24])[CH2:19][CH2:18]3)=[O:16])[O:12][C:11]2=[O:30])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[ClH:31]>>[ClH:31].[C:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:14][CH:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]([OH:25])=[O:24])[CH2:19][CH2:18]3)=[O:16])[O:12][C:11]2=[O:30])=[CH:8][CH:9]=1)(=[NH:2])[NH2:3]Participants
3
Procedure
0.41 g of tert-butyl 1-[3-(4-amidinophenyl)-2-oxo-5-oxazolidinylcarbonyl}piperidin-4-yl-carboxylate is stirred in 40 ml of ethereal HCl solution at room temperature for 2 h. The precipitate formed is filtered off with suction and washed with 20 ml of ether. The product is then treated with 5 ml of acetonitrile at 60° for 10 min, the mixture is cooled to room temperature, and the product is filtered off with suction and washed with a little acetonitrile. 1-[3-(4-amidinophenyl)-2-oxo-5-oxazolidinylcarbonyl]piperidine-4-carboxylic acid, hydrochloride, m.p. 184° (decomposition), is obtained.
Workup
- customThe precipitate formed
- filtrationis filtered off with suction
- washwashed with 20 ml of ether
- additionThe product is then treated with 5 ml of acetonitrile at 60° for 10 min
- filtrationthe product is filtered off with suction
- washwashed with a little acetonitrile
Sources & evidence
- ORD record
- ord-03ceb9ed67ff4f96b9ff12ab213349b0
- Source dataset
- uspto-grants-1997_03
- Patent number
- US05614535
Reaction notes
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