Potassium Carbonate → HCID 18918838, compound

HRID 1291391Notes

Reaction equation

HRID 1291391 reaction equation
[SH:1][C:2]1[N:3]=[C:4]2[CH:13]=[CH:12][CH:11]=[CH:10][N:5]2[C:6](=[O:9])[C:7]=1[CH3:8].Br[CH2:15][C:16]1[CH:31]=[CH:30][C:19]([C:20]([C:22]2[CH:27]=[CH:26][C:25]([CH2:28]Br)=[CH:24][CH:23]=2)=[O:21])=[CH:18][CH:17]=1.Cl.[C:33]1([N:39]2[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:8][C:7]1[C:6](=[O:9])[N:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]2=[N:3][C:2]=1[S:1][CH2:15][C:16]1[CH:31]=[CH:30][C:19]([C:20](=[O:21])[C:22]2[CH:27]=[CH:26][C:25]([CH2:28][N:42]3[CH2:43][CH2:44][N:39]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[CH2:40][CH2:41]3)=[CH:24][CH:23]=2)=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 751641-Phenylpiperazinium chlorideHCID 23039244,4'-Bis(bromomethyl)benzophenoneHCID 18918898HCID 18918898, compound

Product 1

HCID 18918838HCID 18918838, compoundYield 16.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-mercapto-3-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (298 mg), 4,4'-bis(bromomethyl)benzophenone (934 mg), phenylpiperazine hydrochloride (402 mg) and potassium carbonate (850 mg) in DMF (30 ml) was stirred at room temperature for 10 hours. This reaction mixture was concentrated and the residue was dissolved in chloroform, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate =1:1) to provide the title compound as colorless solid (146 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in chloroform
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate =1:1)

Sources & evidence

ORD record
ord-53b480fb6d644aada34800c6e783f814
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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