Hydrazine hydrate (1:1) → HCID 178509235, compound

HRID 334415Notes

Reaction equation

HRID 334415 reaction equation
[OH2:1].[NH2:2][NH2:3].Cl[C:5]1[N:10]=[CH:9][C:8]([NH:11][S:12]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[C:17]([F:22])[CH:16]=2)(=O)=[O:13])=[CH:7][C:6]=1[C:23]#[N:24]>C(O)C>[NH2:24][C:23]1[C:6]2[C:5](=[N:10][CH:9]=[C:8]([NH:11][S:12]([C:15]3[CH:20]=[C:19]([F:21])[CH:18]=[C:17]([F:22])[CH:16]=3)(=[O:13])=[O:1])[CH:7]=2)[NH:3][N:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86680561HCID 86680561, compound

Product 1

HCID 178509235HCID 178509235, compoundYield 104.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

1.786 g (35.7 mmol) of hydrazine hydrate is added under argon to a solution of 784 mg (2.38 mmol) of N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene-sulfonamide in 6 mL of ethanol. The solution is heated to 100° C. for 20 hours and then cooled to room temperature. The solvent is evaporated to yield 810 mg of N-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)-3,5-difluorobenzene-sulfonamide (100%) which is used without further purification in the following steps.

Workup

  1. temperaturecooled to room temperature
  2. customThe solvent is evaporated

Sources & evidence

ORD record
ord-68c5a6ee0bd84e3aac3ecd2121738c2f
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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