Hydrazine hydrate (1:1) → HCID 178516581, compound

HRID 1296907Notes

Reaction equation

HRID 1296907 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][CH:7]=[C:6]([C:13]1[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH:15][CH:14]=1)[C:5]2=O.O.[NH2:28][NH2:29]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[C:6]([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=4)=[CH:15][CH:14]=3)=[CH:7][NH:29][N:28]=2)[C:9]([OH:8])=[CH:10][C:11]=1[OH:12]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913638HCID 58913638, compound

Product 1

HCID 178516581HCID 178516581, compoundYield 63.7%

Procedure

This compounds was synthesised in the same manner as described above. 6-Chloro-3-(4′-fluorobiphenyl-4-yl)-7-hydroxy-chromen-4-one (0.12 g, 0.33 mmol), Hydrazine hydrate (5 ml). The quenched reaction was extracted into ethyl acetate, washed (water), dried (MgSO4), and the solvent removed under vacuum to give 4-Chloro-6-[4-(4′-fluoro-biphenyl-4-yl)-1H-pyrazol-3-yl]-benzene-1,3-diol as a white solid (0.08 g, 63.7%).

Workup

  1. customThis compounds was synthesised in the same manner
  2. customThe quenched reaction
  3. extractionwas extracted into ethyl acetate
  4. washwashed (water)
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-17fd752f0a8347d98985960a1911b37a
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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