Methyl 3-benzyloxy-5-methyl-4-oxo-7-pyridin-3-yl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate → Methyl 3-hydroxy-5-methyl-4-oxo-7-pyridin-3-yl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate

HRID 1453874Notes

Reaction equation

HRID 1453874 reaction equation
C([O:8][C:9]1[C:10]([C:26]([O:28][CH3:29])=[O:27])=[N:11][N:12]2[CH:17]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[CH2:16][N:15]([CH3:24])[C:14](=[O:25])[C:13]=12)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[C:10]([C:26]([O:28][CH3:29])=[O:27])=[N:11][N:12]2[CH:17]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[CH2:16][N:15]([CH3:24])[C:14](=[O:25])[C:13]=12

Participants

4

Reactant 1

HCID 68949948Methyl 3-benzyloxy-5-methyl-4-oxo-7-pyridin-3-yl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate

Product 1

HCID 68953024Methyl 3-hydroxy-5-methyl-4-oxo-7-pyridin-3-yl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 3-benzyloxy-5-methyl-4-oxo-7-pyridin-3-yl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (0.48 g, 1.2 mmol) in MeOH (25 mL) was added 10% palladium on carbon (60 mg). The mixture was stirred under an atmosphere of hydrogen gas for 2 hours. The reaction was then filtered through celite, and the filtrate solvent was removed in vacuo to give the product as a gum. ES MS (M+1)=303.

Workup

  1. filtrationThe reaction was then filtered through celite
  2. customthe filtrate solvent was removed in vacuo

Sources & evidence

ORD record
ord-830518bac8c74e9f9b70cdaffd6d03ea
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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