Acetic Acid → HCID 19010320, compound

HRID 1741606Notes

Reaction equation

HRID 1741606 reaction equation
[C:1]([C:4]1[CH:5]=C2C(=O)[N:12]3[C:15](=[O:22])[C:16]([CH3:21])([CH:18]([CH3:20])[CH3:19])[N:17]=[C:11]3[C:7]2=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[CH3:23][O-].[Na+].[C:26]([OH:29])(=[O:28])[CH3:27]>CO>[C:1]([C:4]1[C:9]([CH3:10])=[N:8][C:7]([C:11]2[NH:12][C:15](=[O:22])[C:16]([CH:18]([CH3:19])[CH3:20])([CH3:21])[N:17]=2)=[C:27]([CH:5]=1)[C:26]([O:29][CH3:23])=[O:28])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 67795870HCID 67795870, compound

Product 1

HCID 19010320HCID 19010320, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.68 g of 7-acetyl-2,8-dimethyl-2-isopropyl-5H-imidazo[1',2':1,2]pyrrolo[3,4-b]pyridine-3(2H),5-dione in 50 mL methanol is stirred at 5° and 0.06 g of sodium methoxide is added. The reaction is stirred and allowed to warm to room temperature over 3 hours, at which point it is acidified with acetic acid and concentrated in vacuo. The residue is dissolved in methylene chloride, washed with water, dried and concentrated in vacuo to afford the desired product. Recrystallization from methylene chloride-hexanes gives a solid, mp 118°-120°.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in methylene chloride
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b3f72882a58c47af861a1bf990d9ce81
Source dataset
uspto-grants-1994_08
Patent number
US05334576

Reaction notes

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