Hydrazine hydrate (1:1) → 3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole

HRID 735429Notes

Reaction equation

HRID 735429 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1F)=O.O.[NH2:22][NH2:23]>CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[C:13]2[C:14](=[C:15]([F:19])[CH:16]=[CH:17][CH:18]=2)[NH:23][N:22]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67021364(2,3-Difluorophenyl)(2,4-dimethoxyphenyl)methanone

Product 1

HCID 1784891453-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazoleYield 105.1%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Prepared as in Example 104 from (2,4-dimethoxyphenyl)[2,3-difluorophenyl]methanone (1.60 g, 5.8 mmol), hydrazine hydrate (1.79 mL, 5702 mmol) and DMAP (0.632 g, 57.5 mmol) to give the product (1.66 g) as a yellow solid.

Sources & evidence

ORD record
ord-e11e8342b9bf4d1a9353532f3fd8feaa
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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