Water → HCID 90409975, compound

HRID 1521675Notes

Reaction equation

HRID 1521675 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[C:13]3=[N:14][NH:15][CH:16]=[C:12]3[C:11](=[O:17])[N:10]([CH3:18])[C:9]2=[O:19])=[CH:5][CH:4]=1.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29]Br)=[CH:25][CH:24]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][N:15]2[CH:16]=[C:12]3[C:13]([N:8]([CH2:7][C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:21][CH:20]=4)[C:9](=[O:19])[N:10]([CH3:18])[C:11]3=[O:17])=[N:14]2)=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 178490876HCID 178490876, compound

Product 1

HCID 90409975HCID 90409975, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 7-(4-methoxybenzyl)-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (161 g, 562 mmol), 1-bromo-4-(bromomethyl)benzene (157 g, 628 mmol) and K2CO3 (93.2 g, 674 mmol) in DMF (800 mL) is stirred at room temperature until the reaction is complete. The reaction mixture is poured into water (5 L). After filtration, the filter cake is washed with water and ethanol successively, and then dried under vacuum to give 226 g of product (yield: 88%). MS (ESI) m/z 455.1 [M+H]+.

Workup

  1. filtrationAfter filtration
  2. washthe filter cake is washed with water and ethanol successively
  3. customdried under vacuum

Sources & evidence

ORD record
ord-54ff82a9efc3481abe6e8af9fc721189
Source dataset
uspto-grants-2015_07
Patent number
US09073936B2

Reaction notes

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