Hydrazine hydrate (1:1) → HCID 86724908, compound

HRID 1523717Notes

Reaction equation

HRID 1523717 reaction equation
[CH:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15]C)=O)=[N:5]1)([CH3:3])[CH3:2].O.[NH2:18][NH2:19]>C(O)C>[CH:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([NH:18][NH2:19])=[O:15])=[N:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10680335HCID 10680335, compound

Product 1

HCID 86724908HCID 86724908, compoundYield 6,715.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of methyl 1-isopropyl-1H-indazol-3-yl carboxylate (40.0 grams, 183.5 mmol, obtained in above step) in ethanol at room temperature hydrazine hydrate (130 mL, 2.56 mmol) was added. The reaction mixture was refluxed for 2 hours. The volatiles were removed under reduced pressure and the crude mass was diluted with dichloromethane, washed with water, brine, dried over anhydrous sodium sulphate and the solvent was removed under reduced pressure to obtain the title compound (37.52 grams).

Workup

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. customThe volatiles were removed under reduced pressure
  3. additionthe crude mass was diluted with dichloromethane
  4. washwashed with water, brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4dfb8bb93adf48499c73af397eb0ecc4
Source dataset
uspto-grants-2015_07
Patent number
US09079894B2

Reaction notes

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