Hydrazine hydrate (1:1) → HCID 178441952, compound

HRID 1972010Notes

Reaction equation

HRID 1972010 reaction equation
C([O:3][C:4](=O)[CH:5](O)[CH:6]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[C:15]([Br:26])[CH:14]=1)[C:7](=O)[CH2:8][CH2:9][CH2:10][CH3:11])C.O.[NH2:30][NH2:31]>C(O)(=O)C>[Br:26][C:15]1[CH:14]=[C:13]([C:6]2[CH:5]=[C:4]([OH:3])[N:30]=[N:31][C:7]=2[CH2:8][CH2:9][CH2:10][CH3:11])[CH:18]=[CH:17][C:16]=1[O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 673752833-(3-Bromo-4-cyclohexyloxy-phenyl)-2-hydroxy-4-oxo-octanoic acid ethyl ester

Product 1

HCID 178441952HCID 178441952, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-(3-bromo-4-cyclohexyloxy-phenyl)-2-hydroxy-4-oxo-octanoic acid ethyl ester (4.39 mmol, 2.0 g) and hydrazine hydrate (2.0 mL) in acetic acid (10 mL) was kept stirring at 120° C. for 3 h. The reaction mixture was concentrated under reduced pressure and to the residue was added water, extracted with ethyl acetate dried and concentrated under reduced pressure, dried to provide 5-(3-bromo-4-cyclohexyloxy-phenyl)-6-butyl-pyridazin-3-ol (1.7 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and to the residue
  2. additionwas added water
  3. extractionextracted with ethyl acetate
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customdried

Sources & evidence

ORD record
ord-c1253db95c5647788bbe10238d5551cb
Source dataset
uspto-grants-2013_04
Patent number
US08431575B2

Reaction notes

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