Bromine → HCID 178518058, compound

HRID 432127Notes

Reaction equation

HRID 432127 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[N:8][C:9]([OH:10])=[C:4]2[CH:3]=[N:2]1.[Br:11]Br>O>[Br:11][C:3]1[C:4]2[C:5](=[N:6][CH:7]=[N:8][C:9]=2[OH:10])[NH:1][N:2]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 178518059HCID 178518059, compound

Product 1

HCID 178518058HCID 178518058, compoundYield 9.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
91 °C

Procedure

1H-pyrazolo[3,4-d]pyrimidin-4-ol (10 g, 73.5 mmol) was suspended in 700 ml of water. Bromine (10 ml, 194 mmol) was added and the resulting reaction mixture was heated to 91° C. overnight. After cooling on ice-water, the solid was collected by filtration to give 1.508 g of 3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-ol as light yellow solid. 1H NMR (DMSO) 8.06 (s, 1H), 12.25(bs, 1H), 14.06 (bs, 1H).

Workup

  1. customthe resulting reaction mixture
  2. temperatureAfter cooling on ice-water
  3. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-cb71071d913b4f728530ea717ab13ffb
Source dataset
uspto-grants-2003_12
Patent number
US06660744B1

Reaction notes

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