HCID 67131363, compound → 2-Cyclopropylpyrimidin-5-ol
Reaction equation
C([O:8][C:9]1[CH:10]=[N:11][C:12]([CH:15]2[CH2:17][CH2:16]2)=[N:13][CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[CH:15]1([C:12]2[N:13]=[CH:14][C:9]([OH:8])=[CH:10][N:11]=2)[CH2:17][CH2:16]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
5-(Benzyloxy)-2-cyclopropylpyrimidine (4.0 g, 18 mmol) was dissolved in MeOH (100 mL) and 10% palladium on carbon (0.170 g) was added. The mixture was hydrogenated at ambient temperature and 1.013 bar pressure overnight. Filtration and concentration gave a crude product that was filtered through a short silica gel column using 5% MeOH-EtOAc as eluent. Evaporation of the solvent gave 1.3 g (54% yield) of the subtitle compound as a colourless solid.
Workup
- customwas hydrogenated at ambient temperature
- custom1.013 bar pressure overnight
- filtrationFiltration and concentration
- customgave a crude product that
- filtrationwas filtered through a short silica gel column
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-c37667a588f2416da79dc4e9d8444c97
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183251B2
Reaction notes
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