(R)-2-amino-3-(1-benzyl-1H-imidazol-4-yl)-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-propionamide → HCID 178428662, compound

HRID 15105Notes

Reaction equation

HRID 15105 reaction equation
[NH2:1][C@H:2]([CH2:20][C:21]1[N:22]=[CH:23][N:24](CC2C=CC=CC=2)[CH:25]=1)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:13])=[C:8]([CH3:19])[CH:7]=1)=[O:4].[H][H]>C(O)(=O)C.[OH-].[OH-].[Pd+2]>[NH2:1][C@H:2]([CH2:20][C:21]1[N:22]=[CH:23][NH:24][CH:25]=1)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)=[O:13])=[C:8]([CH3:19])[CH:7]=1)=[O:4]

Participants

5

Reactant 2

HCID 68638392(R)-2-amino-3-(1-benzyl-1H-imidazol-4-yl)-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-propionamideHCID 178418361HCID 178418361, compound

Product 1

HCID 178428662HCID 178428662, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 176Acetic AcidSolvent

Procedure

350.0 mg (0.81 mmol) (R)-2-amino-3-(1-benzyl-1H-imidazol-4-yl)-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-propionamide are dissolved in 10.0 ml acetic acid and combined with 150.0 mg Pd(OH)2. The mixture is hydrogenated in a Parr apparatus at ambient temperature at 3 bar hydrogen pressure for eight hours. Then the catalyst is filtered off and the filtrate is evaporated down i. vac.

Workup

  1. filtrationThen the catalyst is filtered off
  2. customthe filtrate is evaporated down i

Sources & evidence

ORD record
ord-71a59227ff3644a7952178849d1cf4f9
Source dataset
uspto-grants-2010_06
Patent number
US07732466B2

Reaction notes

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