HCID 86738972, compound → HCID 20435945, compound

HRID 1154049Notes

Reaction equation

HRID 1154049 reaction equation
[OH:1][NH:2][C:3]([CH2:5][C:6]1([CH3:24])[C:21](=[O:22])[N:9]2[CH2:10][CH2:11][CH2:12][CH:13]([C:14]([O:16]C(C)(C)C)=[O:15])[N:8]2[C:7]1=[O:23])=[O:4]>FC(F)(F)C(O)=O>[OH:1][NH:2][C:3]([CH2:5][C:6]1([CH3:24])[C:21](=[O:22])[N:9]2[CH2:10][CH2:11][CH2:12][CH:13]([C:14]([OH:16])=[O:15])[N:8]2[C:7]1=[O:23])=[O:4]

Participants

3

Reactant 1

HCID 86738972HCID 86738972, compound

Product 1

HCID 20435945HCID 20435945, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

0.8 g of tert.butyl hexahydro-2-[(N-hydroxycarbamoyl)-methyl]-2-methyl-1,3-dioxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate was treated with 10 ml of trifluoroacetic acid for 1 hour and the mixture was then evaporated. The residue was treated with 5 ml of ethyl acetate and the mixture was evaporated. Trituration of the residue with 1,2-dimethoxy-ethane and recrystallization from methanol/water yielded 0.21 g of hexahydro-2-[(N-hydroxycarbamoyl)methyl]-2-methyl-1,3-dioxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylic acid having a melting point of 254° C. (decomposition).

Workup

  1. customthe mixture was then evaporated
  2. additionThe residue was treated with 5 ml of ethyl acetate
  3. customthe mixture was evaporated
  4. customTrituration of the residue with 1,2-dimethoxy-ethane and recrystallization from methanol/water

Sources & evidence

ORD record
ord-ad059624734048aebe8fc93d37d8b970
Source dataset
uspto-grants-1984_12
Patent number
US04487929

Reaction notes

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