5-[4-(Benzyloxy)phenyl]-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrazol-3-amine → 4-[3-(Dimethylamino)-1-(4-methoxyphenyl)-1H-pyrazol-5-yl]phenol

HRID 351200Notes

Reaction equation

HRID 351200 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[N:18]=[C:17]([N:28]([CH3:30])[CH3:29])[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)(=O)C.[Pd]>[CH3:29][N:28]([CH3:30])[C:17]1[CH:16]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[N:19]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[N:18]=1

Participants

4

Reactant 1

HCID 210909945-[4-(Benzyloxy)phenyl]-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrazol-3-amine

Product 1

HCID 1357373794-[3-(Dimethylamino)-1-(4-methoxyphenyl)-1H-pyrazol-5-yl]phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 5-[4-(benzyloxy)phenyl]-1-(4-methoxyphenyl) -N,N-dimethyl-1H-pyrazol-3-amine obtained by Example 15 (0.83 g) and 10% Pd-C 50% wet (160 mg) in acetic acid (8 ml) was hydrogenated under H2 1 atm at room temperature for 10 hrs.

Workup

  1. customat room temperature
  2. customfor 10 hrs

Sources & evidence

ORD record
ord-10601d6cee5e4244ac12166b6906661c
Source dataset
uspto-grants-2007_02
Patent number
US07183306B2

Reaction notes

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