Sodium Hydroxide → HCID 18978978, compound

HRID 2393060Notes

Reaction equation

HRID 2393060 reaction equation
[CH2:1]([C:5]1[N:10]2[CH2:11][C:12](=[O:14])[NH:13][C:9]2=[N:8][C:7](=[O:15])[C:6]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]([O:31]C)=[O:30])=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CO.O>[CH2:1]([C:5]1[N:10]2[CH2:11][C:12](=[O:14])[NH:13][C:9]2=[N:8][C:7](=[O:15])[C:6]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]([OH:31])=[O:30])=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18978995HCID 18978995, compound

Product 1

HCID 18978978HCID 18978978, compoundYield 51.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 0.17 g of 5-butyl-6-[(2'-methoxycarbonylbiphenyl-4-yl)methyl]imidazo[1,2-a]pyrimidin-2,7-dione in 2 ml of MeOH is added with 32 mg of NaOH dissolved in 0.05 ml of H2O. After 24 h under reflux, the solvent is evaporated under reduced pressure and the residue is taken up in H2O and acidified to pH 5, to separate a solid which is filtered off and washed thoroughly with H2O. The purification is carried out by FC (eluent CH2Cl2 --MeOH--AcOH 89:10:1), to obtain 85 mg of a white solid (51% yield; m.p.=220°-222° C.).

Workup

  1. temperatureAfter 24 h under reflux
  2. customthe solvent is evaporated under reduced pressure
  3. customto separate a solid which
  4. filtrationis filtered off
  5. washwashed thoroughly with H2O
  6. customThe purification

Sources & evidence

ORD record
ord-2eeaf3c96b5e4d0b979460ff1b0ff000
Source dataset
uspto-grants-1998_09
Patent number
US05804583

Reaction notes

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