Hydrochloric Acid → HCID 21957342, compound

HRID 2213362Notes

Reaction equation

HRID 2213362 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][CH:10]1[O:14][C:13](=[O:15])[N:12]([C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:27]=[CH:26][C:25](=[O:28])[CH2:24][CH2:23]3)=[C:18]([F:29])[CH:17]=2)[CH2:11]1)(C)(C)C>O1CCOCC1>[ClH:1].[NH2:8][CH2:9][CH:10]1[O:14][C:13](=[O:15])[N:12]([C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:23]=[CH:24][C:25](=[O:28])[CH2:26][CH2:27]3)=[C:18]([F:29])[CH:17]=2)[CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21051176HCID 21051176, compound

Product 1

HCID 21957342HCID 21957342, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4.0 M HCl in 1,4-dioxane (25 mL) is added to {3-[3-fluoro-4-(4-oxo-3,4-dihydro-2H-pyridin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid tert-butyl ester (1.05 g, 2.6 mmol), and the mixture is stirred at r.t. for 45 min. The solvent is removed under vacuum. Resulted residue is dissolved in excess MeOH and then evaporated again under vacuum to afford 1-[4-(5-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-2,3-dihydro-1H-pyridin-4-one hydrochloride as hydroscopic orange crystals. Yield 0.8 g (quant). MS (m/z): 306 [M+H]+.

Workup

  1. customThe solvent is removed under vacuum
  2. dissolutionResulted residue is dissolved in excess MeOH
  3. customevaporated again under vacuum

Sources & evidence

ORD record
ord-95877e629fbe44dc93751ec8b287524d
Source dataset
uspto-grants-2006_09
Patent number
US07105547B2

Reaction notes

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