HCID 10096689, compound → HCID 10254674, compound

HRID 1678087Notes

Reaction equation

HRID 1678087 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17]/[CH:18]=[C:19](\[CH3:30])/[CH2:20][N:21]3[CH:26]=[C:25]([CH3:27])[C:24](=[O:28])[NH:23][C:22]3=[O:29])[CH2:13][CH2:12]2)[CH:8]=[C:7]([C:31]([F:34])([F:33])[F:32])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH:19]([CH3:30])[CH2:20][N:21]3[CH:26]=[C:25]([CH3:27])[C:24](=[O:28])[NH:23][C:22]3=[O:29])[CH2:15][CH2:16]2)[CH:8]=[C:7]([C:31]([F:33])([F:34])[F:32])[N:6]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 10096689HCID 10096689, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10254674HCID 10254674, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-((2E)-4-{4-[2-tert-Butyl-6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-yl}-2-methylbut-2-en-1-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (Example 36, 1.04 mmol, 0.50 g) in methanol (5 ml) was hydrogenated over Pd (10% on activated carbon) with hydrogen at room temperature for 12 h and then at 40° C. for a further 6 h. The mixture was filtered and the residue was washed with methanol. The filtrate was concentrated and purified on silica gel (mobile phase: dichloromethane/methanol: 97/3 v/v); yield 0.20 g.

Workup

  1. filtrationThe mixture was filtered
  2. washthe residue was washed with methanol
  3. concentrationThe filtrate was concentrated
  4. custompurified on silica gel (mobile phase: dichloromethane/methanol: 97/3 v/v)

Sources & evidence

ORD record
ord-3e9a7bc6d6b94ab884b1d7efcdfa7faa
Source dataset
uspto-grants-2011_08
Patent number
US08008488B2

Reaction notes

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