Hydrogen Peroxide → HCID 68959390, compound

HRID 1396558Notes

Reaction equation

HRID 1396558 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:21])[N:9]=[C:10]([C:11]3[CH:18]=[C:17]([F:19])[C:14]([CH:15]=[O:16])=[C:13]([F:20])[CH:12]=3)[C:5]2=[CH:4][N:3]=1.[OH-:22].[Na+].OO.O>>[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:21])[N:9]=[C:10]([C:11]3[CH:12]=[C:13]([F:20])[C:14]([C:15]([OH:22])=[O:16])=[C:17]([F:19])[CH:18]=3)[C:5]2=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 86630406HCID 86630406, compound

Product 1

HCID 68959390HCID 68959390, compound

Procedure

4-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2,6-difluoro-benzaldehyde (Example 79) (0.103 g, 0.345 mmol) is suspended in 2M NaOH (0.431 ml, 0.862 mmol), 35% H2O2 in water (17.3 ml, 17.025 mmol) is added and the reaction mixture is stirred at room temperature for 56 hours. The reaction mixture is filtered through filter paper, ice is added to the filtrate and the mixture is quenched with 5M HCl resulting in a white precipitate after 1.5 hours. This solid is collected by filtration, washed with water and dried under vacuum for 24 hours at 45° C. to afford the title compound.

Workup

  1. filtrationThe reaction mixture is filtered
  2. filtrationthrough filter paper, ice
  3. additionis added to the filtrate
  4. customthe mixture is quenched with 5M HCl resulting in a white precipitate after 1.5 hours
  5. filtrationThis solid is collected by filtration
  6. washwashed with water
  7. customdried under vacuum for 24 hours at 45° C.

Sources & evidence

ORD record
ord-ca63b1e8d41a4af0987d258486ab604a
Source dataset
uspto-grants-2014_12
Patent number
US08901134B2

Reaction notes

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