(Rac)-(3-diethylamino-pyrrolidin-1-yl)-[2-(3-hexyl-phenyl)-5-iodo-3-methyl-3h-imidazol-4-yl]-methanone → HCID 57541165, compound

HRID 545369Notes

Reaction equation

HRID 545369 reaction equation
[CH2:1]([N:3]([CH2:30][CH3:31])[CH:4]1[CH2:8][CH2:7][N:6]([C:9]([C:11]2[N:12]([CH3:29])[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:18]=3)=[N:14][C:15]=2I)=[O:10])[CH2:5]1)[CH3:2]>CO.[Pd]>[CH2:30]([N:3]([CH2:1][CH3:2])[CH:4]1[CH2:8][CH2:7][N:6]([C:9]([C:11]2[N:12]([CH3:29])[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:18]=3)=[N:14][CH:15]=2)=[O:10])[CH2:5]1)[CH3:31]

Participants

4

Reactant 1

HCID 57541119(Rac)-(3-diethylamino-pyrrolidin-1-yl)-[2-(3-hexyl-phenyl)-5-iodo-3-methyl-3h-imidazol-4-yl]-methanone

Product 1

HCID 57541165HCID 57541165, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.230 g (0.43 mmol) of (rac)-(3-diethylamino-pyrrolidin-1-yl)-[2-(3-hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-yl]-methanone (example 1) in 10 ml of MeOH was treated with 0.091 g (0.1 mmol) of Pd—C (10%) and the reaction mixture was then hydrogenated with H2 (1 bar) at RT for 2 hours. After removal the catalyst by filtration, the solvent was evaporated completely to give 0.17 g (96%) of the title compound as light yellow oil. MS: 411.2 (MH+).

Workup

  1. customAfter removal the catalyst
  2. filtrationby filtration
  3. customthe solvent was evaporated completely

Sources & evidence

ORD record
ord-3ef9b0fb2d9d4178bd775adc1f10621d
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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