1-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)pyridin-2(1H)-one hydrochloride → 1-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)piperidin-2-one

HRID 559588Notes

Reaction equation

HRID 559588 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[N:5]=[CH:6][N:7]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]3=[O:21])=[CH:11][CH:10]=2)[CH:8]=1>CO.[Pd]>[NH2:2][CH2:3][C:4]1[N:5]=[CH:6][N:7]([C:9]2[CH:10]=[CH:11][C:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][C:16]3=[O:21])=[CH:13][CH:14]=2)[CH:8]=1

Participants

4

Reactant 1

HCID 669741011-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)pyridin-2(1H)-one hydrochloride

Product 1

HCID 669740921-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)piperidin-2-oneYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)pyridin-2(1H)-one hydrochloride (60 mg, 0.20 mmol) and Pd—C (10%, 31 mg) in MeOH (6 mL) was hydrogenated under balloon H2 overnight. It was then filtered through celite. The filtrate was concentrated in vacuo to give 1-(4-(4-(aminomethyl)-1H-imidazol-1-yl)phenyl)piperidin-2-one (54 mg).

Workup

  1. customwas hydrogenated under balloon H2 overnight
  2. filtrationIt was then filtered through celite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-aa3b72f02a414a06b2670e8fa850de08
Source dataset
uspto-grants-2011_11
Patent number
US08063077B2

Reaction notes

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