N-Iodosuccinimide → HCID 178477878, compound

HRID 1778771Notes

Reaction equation

HRID 1778771 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][N:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[I:11]N1C(=O)CCC1=O>C(Cl)Cl.C(#N)C>[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([I:11])[C:5]2=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 454802836-Chloro-1h-pyrazolo[3,4-b]pyridine

Product 1

HCID 178477878HCID 178477878, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-chloro-1H-pyrazolo[3,4-b]pyridine (0.40 g, 2.6 mmol)(Ark Pharm Cat. No. AK-32412) and N-iodosuccinimide (0.64 g, 2.9 mmol) in methylene chloride (6 mL) and acetonitrile (3 mL) was stirred at 70° C. for 3 h. After cooling it was concentrated and the residue was treated with water. The precipitate was collected by filtration to afford the desired product (0.70 g). LCMS (M+H)+=279.9.

Workup

  1. temperatureAfter cooling it
  2. concentrationwas concentrated
  3. additionthe residue was treated with water
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-9b061a8fd2f44741ba37e2e5a517bea8
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

Loading…