Isopropanol → HCID 178494015, compound

HRID 334393Notes

Reaction equation

HRID 334393 reaction equation
[OH2:1].[NH2:2][NH2:3].[I:4][C:5]1[C:6](OC)=[N:7][C:8](S(C)=O)=[C:9]([CH:12]=1)[C:10]#[N:11].[CH3:18]C(O)C>>[I:4][C:5]1[CH:12]=[C:9]2[C:10]([NH2:11])=[N:3][NH:2][C:8]2=[N:7][C:6]=1[O:1][CH3:18]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 24654Hydrazine hydrate (1:1)HCID 68276344HCID 68276344, compound

Product 1

HCID 178494015HCID 178494015, compoundYield 78%

Conditions

Temperature
80 °C

Procedure

294 μl (1.2 eq) of hydrazine monohydrate is added to a solution of 1.63 g (5.05 mmol) of 5-iodo-6-methoxy-2-(methylsulfinyl)nicotinonitrile in 30 ml of 2-propanol. The reaction medium is stirred at 80° C. for 9 hours. After returning to room temperature, the solid formed is filtered and rinsed with 2-propanol to yield 1.14 g (78%) of 5-iodo-6-methoxy-1H-pyrazolo[3,4-b]pyridin-3-amine in the form of a white powder.

Workup

  1. customAfter returning to room temperature
  2. customthe solid formed
  3. filtrationis filtered
  4. washrinsed with 2-propanol

Sources & evidence

ORD record
ord-671dfdc821404ef18c0d4e9744323f73
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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