Hydrazine hydrate (1:1) → HCID 178516587, compound

HRID 1296911Notes

Reaction equation

HRID 1296911 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][CH:16]=[C:15]([O:19][CH2:20][CH2:21][F:22])[CH:14]=1)[C:5]2=O.O.[NH2:25][NH2:26]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[C:6]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][F:22])[CH:14]=3)=[CH:7][NH:26][N:25]=2)[C:9]([OH:8])=[CH:10][C:11]=1[OH:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913641HCID 58913641, compound

Product 1

HCID 178516587HCID 178516587, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compounds was synthesised in the same manner as described above. 6-Chloro-3-[3-(2-fluoro-ethoxy)-phenyl]-7-hydroxy-chromen-4-one (0.2 g, 0.6 mmol), hydrazine hydrate (2.5 ml), ethanol (10 ml). The quenched solution was extracted into ethyl acetate, washed (water), dried (MgSO4), and the solvent removed under vacuum to give an oil which was purified by column chromatography to give 4-Chloro-6-{4-[3-(2-fluoro-ethoxy)-phenyl]-1H-pyrazol-3-yl}-benzene-1,3-diol as an off white solid (0.12 g, 57.3%); Rf 0.5 cf SM 0.85 ethyl acetate/hexane (80/20).

Workup

  1. customThis compounds was synthesised in the same manner
  2. extractionThe quenched solution was extracted into ethyl acetate
  3. washwashed (water)
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed under vacuum
  6. customto give an oil which
  7. customwas purified by column chromatography

Sources & evidence

ORD record
ord-3df1eaee92b047c68beda6c27c15c5fa
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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