HCID 18354952, compound → HCID 18355347, compound

HRID 429686Notes

Reaction equation

HRID 429686 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-7fb47f4e8f8146cc9f17b0dcf690311c
Source dataset
uspto-grants-2001_11
Patent number
US06316482B1

Reaction notes

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