Sodium Hydroxide → tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate

HRID 1640446Notes

Reaction equation

HRID 1640446 reaction equation
[NH2:1][C:2]1[C:3]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:23])([CH3:22])[C:4]=2[N:5](C(OCC)=O)[N:6]=1.[OH-].[Na+]>CO>[NH2:1][C:2]1[C:3]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:23])([CH3:22])[C:4]=2[NH:5][N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 573530855-tert-Butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate

Product 1

HCID 40152088tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Reagent 5-tert-butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate, E1(I), (10.97 g, 33.9 mmol) was dissolved in MeOH (200 mL) after which NaOH (5 eq, 169 mmol) was added. After stirring the mixture at room temperature for 3 h, the starting material disappeared. After removal of MeOH, add H2O and AcOEt was added, and the product was extracted with AcOEt and dried over Na2SO2 followed by concentration to afford E1(II).

Workup

  1. additionwas added
  2. customAfter removal of MeOH
  3. additionadd H2O and AcOEt
  4. additionwas added
  5. extractionthe product was extracted with AcOEt
  6. dry with materialdried over Na2SO2
  7. concentrationfollowed by concentration
  8. customto afford E1(II)

Sources & evidence

ORD record
ord-7a452eddee214208ae269166839fa5f9
Source dataset
uspto-grants-2012_02
Patent number
US08114871B2

Reaction notes

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