4-(4-Chlorobenzoyl)benzyl bromide → HCID 18918987, compound

HRID 1291246Notes

Reaction equation

HRID 1291246 reaction equation
[K].[SH:2][C:3]1[N:4]([CH3:13])[C:5](=[O:12])[C:6]2[CH:11]=[N:10][NH:9][C:7]=2[N:8]=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>CN(C=O)C.O>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([C:21]2[CH:28]=[CH:27][C:24]([CH2:25][S:2][C:3]3[N:4]([CH3:13])[C:5](=[O:12])[C:6]4[CH:11]=[N:10][NH:9][C:7]=4[N:8]=3)=[CH:23][CH:22]=2)=[O:20])=[CH:29][CH:30]=1

Participants

5

Reactant 2

HCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 178481671HCID 178481671, compound

Product 1

HCID 18918987HCID 18918987, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 6-mercapto-5-methyl-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one potassium (1.0 g) in DMF (10 ml) was added 4-(4-chlorobenzoyl)benzyl bromide (1.393 g) and the mixture was stirred at room temperature for 1 hour. This reaction mixture was poured in water and the resulting crystals were collected by filtration, rinsed with water and methanol, and recrystallized from methanol to provide the title compound as colorless solid (1.647 g). 1H-NMR (DMSO-d6) δ: 3.53(3H,s), 4.58(2H,s), 7.50(2H,t,J=8.6Hz),,7.65(2H,d,J=8.6Hz), 7.73(2H,d,J=8.6Hz), 7.74(2H,d,J=8.6Hz), 7.79(1H,s).

Workup

  1. filtrationthe resulting crystals were collected by filtration
  2. washrinsed with water and methanol
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-88e1a3bb78d6469d93eb9265de356b35
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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