N-Iodosuccinimide → HCID 178432607, compound

HRID 536497Notes

Reaction equation

HRID 536497 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 DMF and heated for 2 h at 80° C. After cooling, the mixture was concentrated in the rotary evaporator and the residue was mixed with dichloromethane, filtered with suction and dried under high vacuum. 7.950 g (approx. 38% purity) of the target compound was obtained.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated in the rotary evaporator
  3. additionthe residue was mixed with dichloromethane
  4. filtrationfiltered with suction
  5. customdried under high vacuum
  6. custom7.950 g (approx. 38% purity) of the target compound was obtained

Sources & evidence

ORD record
ord-1d4cadfa36524ffbb0d8d2eee00f7fd3
Source dataset
uspto-grants-2014_10
Patent number
US08859569B2

Reaction notes

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