HCID 18354952, compound → HCID 18355347, compound

HRID 1533810Notes

Reaction equation

HRID 1533810 reaction equation
[NH2:1][CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([NH:14][C:15]3[CH:39]=[CH:38][C:18]([C:19]([N:21]([CH3:37])[C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:23]=4[O:29]CC4C=CC=CC=4)=[O:20])=[CH:17][C:16]=3[O:40][CH3:41])=[O:13])[C:5]=2[N:4]=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[NH2:1][CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([NH:14][C:15]3[CH:39]=[CH:38][C:18]([C:19]([N:21]([CH3:37])[C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:23]=4[OH:29])=[O:20])=[CH:17][C:16]=3[O:40][CH3:41])=[O:13])[C:5]=2[N:4]=1

Participants

5

Reactant 2

HCID 18354952HCID 18354952, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18355347HCID 18355347, compoundYield 84.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(2-aminomethyl-1H-benzimidazol-4-yl)carbonylamino-3-methoxy-N-methyl-N-(2-benzyloxy-4-methylphenyl)benzamide (120 mg) in methanol (15 ml) was stirred under atmospheric pressure of hydrogen in the presence of palladium hydroxide (20 mg) at ambient temperature overnight. After removal of the catalyst by filtration, the filtrate was evaporated in vacuo to give 4-(2-aminomethyl-1H-benzimidazol-4-yl)carbonylamino-3-methoxy-N-methyl-N-(2-hydroxy-4-methylphenyl)benzamide (85 mg).

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-815c86621edf4afdb4730c1fb5ec291e
Source dataset
uspto-grants-2001_03
Patent number
US06207693B1

Reaction notes

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