3-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid benzyl ester → 3-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid

HRID 967797Notes

Reaction equation

HRID 967797 reaction equation
C([O:8][C:9]([C:11]1[C:12]([CH2:23][O:24][C:25]23[CH2:34][CH:29]4[CH2:30][CH:31]([CH2:33][CH:27]([CH2:28]4)[CH2:26]2)[CH2:32]3)=[N:13][N:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[CH:15]=1)=[O:10])C1C=CC=CC=1>CO.C1COCC1.[Pd]>[C:25]12([O:24][CH2:23][C:12]3[C:11]([C:9]([OH:10])=[O:8])=[CH:15][N:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[CH3:22])[N:13]=3)[CH2:34][CH:29]3[CH2:30][CH:31]([CH2:33][CH:27]([CH2:28]3)[CH2:26]1)[CH2:32]2

Participants

4

Reactant 1

HCID 697984193-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid benzyl ester

Product 1

HCID 222919823-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 3-(adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid benzyl ester (0.359 g, 0.79 mmol) in MeOH-THF (1:1/24 mL) was hydrogenated over 10% palladium on charcoal (50 mg) for 19 h. The reaction mixture was filtered through a pad of Celite and the filtrate evaporated to afford the product, (0.29 g, 100%).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. customthe filtrate evaporated
  3. customto afford the product, (0.29 g, 100%)

Sources & evidence

ORD record
ord-6cd79d8abee04df2be8680d14b719bab
Source dataset
uspto-grants-2005_10
Patent number
US06956053B2

Reaction notes

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