Hydrazine hydrate (1:1) → HCID 57636525, compound

HRID 2110275Notes

Reaction equation

HRID 2110275 reaction equation
F[C:2]1[C:9]([F:10])=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].O.[NH2:26][NH2:27]>C(O)C>[NH2:5][C:4]1[C:3]2[C:2](=[C:9]([F:10])[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:13][CH:12]=3)=[CH:7][CH:6]=2)[NH:27][N:26]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57636499HCID 57636499, compound

Product 1

HCID 57636525HCID 57636525, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.8 g of 2,3-difluoro-4-(4-tert-butoxycarbonylaminophenyl)benzonitrile in 25 mL of absolute ethanol is admixed with 0.35 mL of hydrazine hydrate. The reaction mixture is stirred for 19 hours at the reflux of the solvent and then concentrated under reduced pressure. The solid residue is stirred with 25 mL of distilled water, filtered and washed with 2×5 mL of dichloromethane. After suction treatment, 0.54 g of 3-amino-7-fluoro-6-(4-tert-butoxycarbonylaminophenyl)-1H-indazole is obtained, whose characteristics are as follows:

Workup

  1. temperaturereflux of the solvent
  2. concentrationconcentrated under reduced pressure
  3. stirringThe solid residue is stirred with 25 mL of distilled water
  4. filtrationfiltered
  5. washwashed with 2×5 mL of dichloromethane

Sources & evidence

ORD record
ord-4ec67acea71943adaf477467fbd563f7
Source dataset
uspto-grants-2009_04
Patent number
US07517902B2

Reaction notes

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