Hydrazine → HCID 178509231, compound

HRID 334379Notes

Reaction equation

HRID 334379 reaction equation
[NH2:1][NH2:2].Cl[C:4]1[N:11]=[CH:10][C:9]([I:12])=[CH:8][C:5]=1[C:6]#[N:7]>CC(O)C>[I:12][C:9]1[CH:8]=[C:5]2[C:6]([NH2:7])=[N:2][NH:1][C:4]2=[N:11][CH:10]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 534010402-Chloro-5-iodonicotinonitrile

Product 1

HCID 178509231HCID 178509231, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
85 °C

Procedure

Hydrazine (3.86 ml, 79 mmol) is added at room temperature to 7 g (26.5 mmol) of a solution of 2-chloro-5-iodonicotinonitrile in 25 ml of propan-2-ol. The reaction mixture is heated at 85° C. for 7 hours and then at room temperature overnight. The suspended solid is filtered, rinsed with isopropanol and then with ether and dried in an oven at 50° C. to give 6 g (87%) of 5-iodo-1H-pyrazolo[3,4-b]pyridine-3-amine.

Workup

  1. customat room temperature
  2. customovernight
  3. filtrationThe suspended solid is filtered
  4. washrinsed with isopropanol
  5. dry with materialwith ether and dried in an oven at 50° C.

Sources & evidence

ORD record
ord-ac9fee50cf464078856bf232f2142f40
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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