Methanol → 3-[5-amino-4-(3-hydroxymethyl-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamide

HRID 884776Notes

Reaction equation

HRID 884776 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH:16]=[CH:17][C:18]=2[CH3:19])[C:10]([NH:12][CH:13]2[CH2:15][CH2:14]2)=[O:11])[N:5]=[CH:4][C:3]=1[C:20](=[O:35])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23](OCC2C=CC=CC=2)[CH:22]=1.[H][H].[CH3:38][OH:39]>[Pd]>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH:16]=[CH:17][C:18]=2[CH3:19])[C:10]([NH:12][CH:13]2[CH2:14][CH2:15]2)=[O:11])[N:5]=[CH:4][C:3]=1[C:20](=[O:35])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:38][OH:39])[CH:22]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 114426943-[5-amino-4-(3-benzyloxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamideHCID 178418361HCID 178418361, compound

Product 1

HCID 114066393-[5-amino-4-(3-hydroxymethyl-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamide

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

3-[5-Amino-4-(3-benzyloxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamide 6 (200 mg, 0.43 mmol) was dissolved in MeOH (10 mL). Catalyst 10% palladium on activated carbon (dry) was added and was stirred in an atmosphere of hydrogen for 2 h. The catalyst was removed by filtration and solvent was removed in vacuo. Product 3-[5-amino-4-(3-hydroxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methyl-benzamide 7 was obtained as a light yellow solid (140 mg, 87%).

Workup

  1. customThe catalyst was removed by filtration and solvent
  2. customwas removed in vacuo

Sources & evidence

ORD record
ord-79ac268e367d4e6b9c18f74fb99b6b37
Source dataset
uspto-grants-2012_08
Patent number
US08242117B2

Reaction notes

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