Dimethylbarbituric acid → HCID 54328958, compound
Reaction equation
C([N:4]1[C@H:13]([CH2:14][N:15]2[C:19]([CH2:20][C:21]3[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=3)=[CH:18][N:17]=[CH:16]2)[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)C=C.CN1C(=O)CC(=O)N(C)C1=O>C(Cl)Cl>[CH2:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:12][C@@H:13]([CH2:14][N:15]2[C:19]([CH2:20][C:21]3[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=3)=[CH:18][N:17]=[CH:16]2)[NH:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 35 °C
Procedure
A solution of 4-{3-[2-(allyl)-(S)-1,2,3,4-tetrahydro-isoquinolin-3-yl-methyl]-3H-imidazol-4-yl-methyl}-benzonitrile (0.56 g, 1.52 mmol) in 7 ml degassed methylene chloride was added to palladium tetrakistriphenylphosphine (0.045 g, 0.04 mmol) and 1,3-dimethylbarbituric acid (0.712 g, 4.56 mmol) under argon atmosphere. The resulting solution was heated at 35° C. for 3 hr. The mixture was partitioned with methylene chloride, saturated sodium carbonate and water. The methylene chloride layer was dried with saturated sodium chloride and magnesium sulfate. The methylene chloride was removed in vacuo to obtain the title compound as an oil which was used in the next step without further purification.