Sodium Acetate → HCID 178516654, compound

HRID 1175335Notes

Reaction equation

HRID 1175335 reaction equation
[SH:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1.C([O-])(=O)C.[Na+].[F:15][C:16]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18]Br>O.C(#N)C>[F:15][C:16]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][S:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 5179841-(Bromomethyl)-2,3-difluoro-benzeneHCID 178516656HCID 178516656, compound

Product 1

HCID 178516654HCID 178516654, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

To a slurry of 2-mercaptopyrimidine-4,6-diol (55.6 g) in water (735 ml) was added sodium acetate (47.4 g) with stirring forming a complete solution over 20 minutes. A solution of 2,3-difluorobenzyl bromide (80 g) in acetonitrile (73.5 ml) was then added dropwise over 15 minutes and the resulting mixture heated at 40° C. with stirring for 18 h. After cooling to ambient temperature the resulting precipitate was then filtered and washed with H2O (1 L) before drying in vacuo at 100° C. to afford the subtitle compound as a cream solid.

Workup

  1. customforming a complete solution over 20 minutes
  2. stirringwith stirring for 18 h
  3. temperatureAfter cooling to ambient temperature the resulting precipitate
  4. filtrationwas then filtered
  5. washwashed with H2O (1 L)
  6. custombefore drying in vacuo at 100° C.

Sources & evidence

ORD record
ord-2f266172a3144498bbde834326f6d7ba
Source dataset
uspto-grants-2010_11
Patent number
US07838675B2

Reaction notes

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