Potassium Carbonate → HCID 18918873, compound

HRID 1291432Notes

Reaction equation

HRID 1291432 reaction equation
[OH:1][C:2]1[N:3]=[C:4]2[S:12][CH2:11][CH2:10][N:5]2[C:6](=[O:9])[C:7]=1[CH3:8].C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:35]=[CH:34][C:23]([C:24]([C:26]2[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=2)=[O:25])=[CH:22][CH:21]=1>CN(C=O)C>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:24]([C:26]2[CH:33]=[CH:32][C:29]([CH2:30][O:1][C:2]3[N:3]=[C:4]4[S:12][CH2:11][CH2:10][N:5]4[C:6](=[O:9])[C:7]=3[CH3:8])=[CH:28][CH:27]=2)=[O:25])=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 135502042HCID 135502042, compound

Product 1

HCID 18918873HCID 18918873, compoundYield 8.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 7-hydroxy-6-methyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one (1.0 g) and potassium carbonate (750 mg) in DMF (15 ml) was added 4-(4-chlorobenzoyl)benzyl bromide (2.0 g) and the mixture was stirred at 60° C. for 2 hours. This reaction mixture was concentrated and the residue was purified by silica gel column chromatography (hexane-ethyl acetate =1:1) and recrystallized from isopropyl ether to provide the title compound as colorless solid (200 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. customthe residue was purified by silica gel column chromatography (hexane-ethyl acetate =1:1)
  3. customrecrystallized from isopropyl ether

Sources & evidence

ORD record
ord-89fcaad1be9e4659a87ff7151224f00b
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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