Cyclohexene → HCID 385194, compound

HRID 1421877Notes

Reaction equation

HRID 1421877 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2([CH2:14][OH:15])[CH2:13][CH2:12][CH2:11]2)[CH:5]=[C:4](Cl)[N:3]=1.C1CCCCC=1>[OH-].[Pd+2].[OH-].C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2([CH2:14][OH:15])[CH2:13][CH2:12][CH2:11]2)[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 8079CyclohexeneHCID 385223HCID 385223, compound

Product 1

HCID 385194HCID 385194, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To 2-amino-6-chloro-4-[[(1-hydroxymethyl-1-cyclobutyl)methyl]amino]pyrimidine (1.46 g, 6.0 mmol) were added ethanol (40 ml), cyclohexene (15 ml) and palladium hydroxide (0.2 g) in a nitrogen stream, and the mixture was refluxed for 2 hours. The reaction mixture was filtered and the solvent in the filtrate was distilled away under reduced pressure to give white amorphous crystals (1.34 g, quantitative).

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. filtrationThe reaction mixture was filtered
  3. distillationthe solvent in the filtrate was distilled away under reduced pressure
  4. customto give white amorphous crystals (1.34 g, quantitative)

Sources & evidence

ORD record
ord-239085a746b040f697a4476dde4d800f
Source dataset
uspto-grants-2000_06
Patent number
US06080750

Reaction notes

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