Hydrazine hydrate (1:1) → HCID 59119343, compound

HRID 434062Notes

Reaction equation

HRID 434062 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]([C:10](=O)[C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:18])=[C:6]([NH:8]C)[CH3:7])[CH3:2].O.[NH2:22]N>C(O)(=O)C>[CH2:1]([O:3][C:4]([CH:5]1[C:6]([CH3:7])=[N:8][N:22]=[C:10]1[C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:18])=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178472190HCID 178472190, compound

Product 1

HCID 59119343HCID 59119343, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-(2-Chloro-6-fluoro-benzoyl)-3-methylamino-but-2-enoic acid ethyl ester (500 mg, 1.6 mmol) was taken in acetic acid (10 mL) and was treated with hydrazine hydrate at 150° C. overnight. Acetic acid is removed under reduced pressure and the residue was dissolved in ethyl acetate (20 mL) and washed with water, (2×10 mL), brine (2×10 mL), dried over sodium sulfate, filtered and evaporated to yield the title compound (588 mg, crude).

Workup

  1. customAcetic acid is removed under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (20 mL)
  3. washwashed with water, (2×10 mL), brine (2×10 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-960634c6268a4c0b8b96df0b7abadd08
Source dataset
uspto-grants-2003_12
Patent number
US06670373B1

Reaction notes

Loading…