4-(1-Methyl-2-(2-methylprop-1-enyl)imidazol-5-yl)-2-anilinopyrimidine → HCID 69314355, compound

HRID 2117759Notes

Reaction equation

HRID 2117759 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:8]=2)=[CH:5][N:4]=[C:3]1[CH:20]=[C:21]([CH3:23])[CH3:22]>C(O)C.[Pd]>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:8]=2)=[CH:5][N:4]=[C:3]1[CH2:20][CH:21]([CH3:23])[CH3:22]

Participants

4

Reactant 1

HCID 693092264-(1-Methyl-2-(2-methylprop-1-enyl)imidazol-5-yl)-2-anilinopyrimidine

Product 1

HCID 69314355HCID 69314355, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-(1-Methyl-2-(2-methylprop-1-enyl)imidazol-5-yl)-2-anilinopyrimidine (method 110; 400 mg, 1.3 mmol), and 10% Pd on C catalyst (150 mg), in ethanol (50 ml), was hydrogenated at 40 C and 20 bar for 18 hours. The catalyst was removed by filtration and the filter pad washed with ethanol. The solvent was evaporated and the residue triturated with ether and collected by filtration to give the title compound (280 mg, 71%). M/z: 308.

Workup

  1. customThe catalyst was removed by filtration
  2. washthe filter pad washed with ethanol
  3. customThe solvent was evaporated
  4. customthe residue triturated with ether
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-29c1ce49c6e043ca9c89de0e1ce2ea06
Source dataset
uspto-grants-2008_10
Patent number
US07442697B2

Reaction notes

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