N-Iodosuccinimide → HCID 178432607, compound

HRID 570524Notes

Reaction equation

HRID 570524 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]2[NH:8][N:9]=[CH:10][C:5]2=[CH:4][N:3]=1.[I:11]N1C(=O)CCC1=O>CN(C=O)C>[I:11][C:10]1[C:5]2[C:6](=[N:7][C:2]([CH3:1])=[N:3][CH:4]=2)[NH:8][N:9]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 221154376-methyl-1H-pyrazolo[3,4-d]pyrimidine

Product 1

HCID 178432607HCID 178432607, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

2.180 g (purity 73%, approx. 11.82 mmol) of 6-methyl-1H-pyrazolo[3,4-d]pyrimidine and 3.987 g (17.72 mmol) of N-iodosuccinimide were dissolved in 30 ml of DMF and the mixture was heated at 80° C. for 2 h. After cooling, the mixture was concentrated on a rotary evaporator and the residue was stirred with dichloromethane, filtered off with suction and dried under high vacuum. 7.950 g (38% purity, 100% of theory) of the target compound were obtained.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated on a rotary evaporator
  3. filtrationfiltered off with suction
  4. customdried under high vacuum
  5. custom7.950 g (38% purity, 100% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-5206b0ff35574fd3b55dd805420d0df0
Source dataset
uspto-grants-2015_05
Patent number
US09023849B2

Reaction notes

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