Dimethyl Sulfoxide → HCID 18918852, compound

HRID 1291357Notes

Reaction equation

HRID 1291357 reaction equation
[NH:1]1[C:5]2=[N:6][C:7]3[CH2:13][CH2:12][CH2:11][C:8]=3[C:9](=[O:10])[N:4]2[CH:3]=[CH:2]1.[Cl:14][C:15]1[CH:30]=[CH:29][C:18]([C:19]([C:21]2[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=2)=[O:20])=[CH:17][CH:16]=1.CS(C)=O.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([C:21]2[CH:28]=[CH:27][C:24]([CH2:25][N:1]3[C:5]4=[N:6][C:7]5[CH2:13][CH2:12][CH2:11][C:8]=5[C:9](=[O:10])[N:4]4[CH:3]=[CH:2]3)=[CH:23][CH:22]=2)=[O:20])=[CH:29][CH:30]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 178515166HCID 178515166, compound

Product 1

HCID 18918852HCID 18918852, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1,6,7,8-tetrahydro-5H-cyclopent[d]imidazo[1,2-a]pyrimidin-5-one (0.345 g, 1.967 mmol) and 4-(4-chlorobenzoyl)benzyl bromide (0.0650 g, 2.10 mmol) in DMF (15.0 ml)-DMSO (5 ml) was added potassium carbonate (0.30 g, 2.17 mmol) and the mixture was stirred at room temperature overnight. The solvent was then distilled off and the residue was purified by preparative TLC (methylene chloride: methanol=20:1) to provide a colorless amorphous solid.

Workup

  1. distillationThe solvent was then distilled off
  2. customthe residue was purified by preparative TLC (methylene chloride: methanol=20:1)
  3. customto provide a colorless amorphous solid

Sources & evidence

ORD record
ord-1f82e08d901d4fd4878896667d6260b9
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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