HCID 57531479, compound → HCID 57531423, compound

HRID 1091960Notes

Reaction equation

HRID 1091960 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[C:15]([C:17]2[CH2:22][CH2:21][N:20]([CH2:23][C:24]([NH2:26])=[O:25])[CH2:19][CH:18]=2)[C:14]([CH2:27][O:28][C:29]2[CH:34]=[C:33]([CH:35]([CH3:37])[CH3:36])[CH:32]=[CH:31][C:30]=2[CH3:38])=[C:13]([CH3:39])[N:12]=1)[CH3:2]>CCOC(C)=O.[Pd]>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[C:15]([CH:17]2[CH2:22][CH2:21][N:20]([CH2:23][C:24]([NH2:26])=[O:25])[CH2:19][CH2:18]2)[C:14]([CH2:27][O:28][C:29]2[CH:34]=[C:33]([CH:35]([CH3:37])[CH3:36])[CH:32]=[CH:31][C:30]=2[CH3:38])=[C:13]([CH3:39])[N:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 57531479HCID 57531479, compound

Product 1

HCID 57531423HCID 57531423, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-(4-(2-(2,6-diethylphenyl)-5-((5-isopropyl-2-methylphenoxy)methyl)-6-methylpyrimidin-4-yl)-5,6-dihydropyridin-1(2H)-yl)acetamide (131 mg, 0.25 mmol) in EtOAc (5 mL) is added 5% Pd/C (100 mg). The mixture is hydrogenated at room temperature and atmosphere pressure for 16 h. After filtered though celite, the solution is concentrated and purified by silica gel column chromatography to provide the title product. [mass expected (528.7); mass found (M+1: 529.4)].

Workup

  1. customis hydrogenated at room temperature
  2. filtrationAfter filtered though celite
  3. concentrationthe solution is concentrated
  4. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-55cb3607733f4455ad9778b909e3d60b
Source dataset
uspto-grants-2012_03
Patent number
US08129395B2

Reaction notes

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