HCID 11845250, compound → (4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrazin-2-yl)methanol

HRID 2216630Notes

Reaction equation

HRID 2216630 reaction equation
[N+](C1C=CC(COC([N:12]2[CH2:17][CH2:16][N:15]3[N:18]=[C:19]([CH2:21][OH:22])[CH:20]=[C:14]3[CH2:13]2)=O)=CC=1)([O-])=O>[Pd].CO>[N:18]1[N:15]2[CH2:16][CH2:17][NH:12][CH2:13][C:14]2=[CH:20][C:19]=1[CH2:21][OH:22]

Participants

4

Reactant 1

HCID 11845250HCID 11845250, compound

Product 1

HCID 21941456(4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrazin-2-yl)methanol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methanol (150 ml) was added to the mixture of 2-hydroxymethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxylic acid 4-nitrobenzyl ester (Example 25) (2.38 g) and 10% Pd—C (50% wet, 1.19 g). The reaction mixture was stirred for 2 hours under a hydrogen atmosphere. The mixture was filtered and concentrated under reduced pressure. The residue was applied to silica-gel column chromatography, then the column was eluted with 50% methanol in chloroform. The titled compound was obtained as a white solid (1.08 g, 98%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. washthe column was eluted with 50% methanol in chloroform

Sources & evidence

ORD record
ord-ad34fc9ba05d445ca9687d19056b882b
Source dataset
uspto-grants-2006_09
Patent number
US07112582B2

Reaction notes

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