Acetylacetone → HCID 89650140, compound

HRID 1479018Notes

Reaction equation

HRID 1479018 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:15][C:14]2[C:10](=[N:11][NH:12][C:13]=2[NH2:16])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:17][C:18](=O)[CH2:19][C:20](=O)[CH3:21].C([O-])(O)=O.[Na+]>CC(O)=O>[C:1]([O:5][C:6]([N:8]1[CH2:15][C:14]2=[C:13]3[N:12]([N:11]=[C:10]2[CH2:9]1)[C:20]([CH3:21])=[CH:19][C:18]([CH3:17])=[N:16]3)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 31261AcetylacetoneHCID 516892Sodium BicarbonateHCID 178451527HCID 178451527, compound

Product 1

HCID 89650140HCID 89650140, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 3-amino-2,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester (700 mg; 3.12 mmol; 1 eq.) and pentane-2,4-dione (0.35 mL; 3.43 mmol; 1.1 eq.) in AcOH (3.1 mL) was stirred at room temperature for 1 hour then poured into sat. aq. NaHCO3. The precipitate was filtered off and dried to afford the title compound (890 mg, 97%) as a white solid. HPLC (max plot) 98.8%; Rt 3.32 min.

Workup

  1. filtrationThe precipitate was filtered off
  2. customdried

Sources & evidence

ORD record
ord-5cf0294255ae490981491d82502998eb
Source dataset
uspto-grants-2016_08
Patent number
US09403835B2

Reaction notes

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