Hydrochloric Acid → HCID 67466198, compound

HRID 1620008Notes

Reaction equation

HRID 1620008 reaction equation
[OH:1][CH:2]([CH2:26][CH3:27])[C:3](=[N:19][NH:20][C:21](OCC)=[O:22])[N:4]1[CH2:9][CH2:8][C:7]2[N:10]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[O:12][C:6]=2[CH2:5]1.[Na].Cl>CCO>[CH2:26]([CH:2]1[O:1][C:21](=[O:22])[NH:20][N:19]=[C:3]1[N:4]1[CH2:9][CH2:8][C:7]2[N:10]=[C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[O:12][C:6]=2[CH2:5]1)[CH3:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 86689076HCID 86689076, compound

Product 1

HCID 67466198HCID 67466198, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

330.00 mg (576 μmol) ethyl N′-[2-hydroxy-1-(2-phenyl-6,7-dihydro-4H-oxazolo[5,4-c]pyridin-5-yl) butylidene]-hydrazinecarboxylate are placed in 10 mL EtOH, a solution of 280.00 mg (12.17 mmol) sodium in 10 mL EtOH is added and the mixture is stirred overnight at RT. The reaction mixture is adjusted to pH 5-6 with ethanolic HCl and the solvent is eliminated in vacuo. The residue is extracted with EA and H2O, the organic phase is dried and the solvent is eliminated in vacuo. The residue is purified on silica gel. (Eluant: cyclohexane/EA).

Workup

  1. extractionThe residue is extracted with EA and H2O
  2. customthe organic phase is dried
  3. customThe residue is purified on silica gel

Sources & evidence

ORD record
ord-b5b46cb050214053a3c5e7eee7d22131
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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