Water → HCID 14976000, compound

HRID 1900571Notes

Reaction equation

HRID 1900571 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([OH:16])[C:8]([F:15])([F:14])[C:9](OCC)=[O:10].O.[NH2:18][NH2:19].O>CCO>[F:14][C:8]([F:15])([CH:7]([OH:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:9]([NH:18][NH2:19])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 14249551HCID 14249551, compound

Product 1

HCID 14976000HCID 14976000, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To stirring solution of 0.96 g (4.1 mmol) of ethyl 3-(2-pyridyl)-3-hydroxy-2,2-difluoropropanoate, prepared as described by Hallinan and Fried, Tetrahedron Lett., 25, 2301 (1984), in 8 mL of EtOH was added 0.41 g (8.2 mmol) of hydrazine hydrate. After 16 hours, a yellow precipitate had formed. To the reaction was added H2O. The precipitate was filtered and washed with a minimum of H2O. The yield of product was 0.44 g (49%) after drying in a steam cabinet. Analysis calculated for C8H9N3O2F2 (M.W. 217.18): C, 44.24; H, 4.18; N, 19.35. Found: C, 44.07; H, 4.16; N, 19.05.

Workup

  1. customprepared
  2. customa yellow precipitate had formed
  3. filtrationThe precipitate was filtered
  4. washwashed with a minimum of H2O
  5. customafter drying in a steam cabinet

Sources & evidence

ORD record
ord-9e19c271f7a64471831c1134a3e72688
Source dataset
uspto-grants-1996_11
Patent number
US05576315

Reaction notes

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