Ethyl Acetate → HCID 140380809, compound

HRID 1779688Notes

Reaction equation

HRID 1779688 reaction equation
[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:22][CH:21]([CH2:23][N:24]5[CH2:29][CH2:28][N:27]([CH:30]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:26][CH2:25]5)[O:20][C:19]4=[O:42])=[CH:14][CH:13]=3)[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OCC)(=O)C>CO>[C:7]([NH:8][C:9]([C:12]1[CH:13]=[CH:14][C:15]([N:18]2[CH2:22][CH:21]([CH2:23][N:24]3[CH2:29][CH2:28][N:27]([CH:30]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:26][CH2:25]3)[O:20][C:19]2=[O:42])=[CH:16][CH:17]=1)=[NH:10])(=[O:11])[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 178471743HCID 178471743, compound

Product 1

HCID 140380809HCID 140380809, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,3 g 3-[4-(5-phenyl-1,2,4-oxadiazolin-3-yl)phenyl]-5-[4-(1,2-diethoxycarbonyl-ethyl)-piperazinomethyl]-oxazolidin-2-one [obtainable as described in Ex. 14] are dissolved in 50 ml methanol and hydrogenated on Raney nickel. The reaction mixture is then filtered and the filtrate is concentrated in vacuo. The product obtained is treated with 20 ml of ethyl acetate in the presence of heat and filtered off with suction after cooling. 3-[4-(N-benzoylamidino)-phenyl]-5-[4-(1,2-diethoxycarbonylethyl)-piperazinomethyl]-oxazolidin-2-one, m.p. 136°, is obtained.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe product obtained
  4. temperatureof heat
  5. filtrationfiltered off with suction
  6. temperatureafter cooling

Sources & evidence

ORD record
ord-5a51e5f86f8249cd8212529c55a97edd
Source dataset
uspto-grants-1997_05
Patent number
US05627197

Reaction notes

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