HCID 86597764, compound → N-[(5S)-3-{3-Fluoro-4-[4-(2-piperazin-1-yl-ethyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide

HRID 2193539Notes

Reaction equation

HRID 2193539 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH2:32][C@H:31]([CH2:33][NH:34][C:35](=[O:37])[CH3:36])[O:30][C:29]4=[O:38])=[CH:24][C:23]=3[F:39])[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[F:39][C:23]1[CH:24]=[C:25]([N:28]2[CH2:32][C@H:31]([CH2:33][NH:34][C:35](=[O:37])[CH3:36])[O:30][C:29]2=[O:38])[CH:26]=[CH:27][C:22]=1[N:19]1[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 86597764HCID 86597764, compound

Product 1

HCID 67273754N-[(5S)-3-{3-Fluoro-4-[4-(2-piperazin-1-yl-ethyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 200 mg of 4-[2-(4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-piperazine-1-yl)ethyl]piperazine-1-carboxylic acid tert butyl ester (0.36 mmol) in 2 ml dichloromethane and 2 ml trifluoracetic acid was stirred for 10 min. The solvents were evaporated, the residue was digested in ether and the solid filtered. The solid was dissolved in water and neutralized with a saturated solution of sodium bicarbonate. The water was evaporated and the product dried as a mixture with the salts.

Workup

  1. customThe solvents were evaporated
  2. filtrationthe solid filtered
  3. dissolutionThe solid was dissolved in water
  4. customThe water was evaporated
  5. customthe product dried as a mixture with the salts

Sources & evidence

ORD record
ord-1cc971ced8fd4b22b5561e8ab202059f
Source dataset
uspto-grants-2012_12
Patent number
US08329908B2

Reaction notes

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