HCID 11508814, compound → HCID 178487374, compound

HRID 890142Notes

Reaction equation

HRID 890142 reaction equation
Br[C:2]1[NH:6][C:5]([N+:7]([O-])=O)=[N:4][C:3]=1[C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:20][CH3:21])=[CH:17][CH:18]=2)[N:13]=[C:12]([CH3:22])[CH:11]=1>CO.[Pd]>[CH3:21][O:20][C:16]1[CH:15]=[C:14]2[C:19]([C:10]([C:3]3[N:4]=[C:5]([NH2:7])[NH:6][CH:2]=3)=[CH:11][C:12]([CH3:22])=[N:13]2)=[CH:18][CH:17]=1

Participants

4

Reactant 1

HCID 11508814HCID 11508814, compound

Product 1

HCID 178487374HCID 178487374, compoundYield 114.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Step 2 (114 mg, 0.31 mmol) in 15 mL of MeOH was added 100 mg of 10% Pd/C and the solution was purged with H2. The solution was then stirred under H2 atmosphere overnight. After filtration and concentration, the desired 4-(7-methoxy-2-methyl-quinolin-4-yl)-1H-imidazole-2-ylamine (90 mg, 87%) was obtained as a HBr salt. MS (ESI) (M+1)=255.33. Step 4

Workup

  1. customthe solution was purged with H2
  2. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-be01bae4456440d8917e9a75e618f0d5
Source dataset
uspto-grants-2006_02
Patent number
US06995181B2

Reaction notes

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