Acetic Acid → HCID 57758602, compound

HRID 229402Notes

Reaction equation

HRID 229402 reaction equation
C([O:3][C:4]([C:6]1[C:7]([NH:21][NH2:22])=[N:8][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[F:20])=[N:10][CH:11]=1)=O)C.CC[O-].[Na+].CC(O)=O.O>CCO>[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[O:12][C:9]1[N:8]=[C:7]2[NH:21][NH:22][C:4](=[O:3])[C:6]2=[CH:11][N:10]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 2723922Sodium ethoxideHCID 57758598HCID 57758598, compound

Product 1

HCID 57758602HCID 57758602, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(2,4-difluoro-phenoxy)-4-hydrazino-pyrimidine-5-carboxylic acid ethyl ester (7.0 g) and NaOEt (21% in EtOH, 16.85 mL) in EtOH (56 mL) was heated to 55° C. for two hours. The reaction was cooled, and HOAc was added to adjust pH to around 5.0. Water was added until no more precipitation occurred, and the mixture was filtered. The precipitate was collected and dried under vacuum to give 6-(2,4-difluoro-phenoxy)-1,2-dihydro-pyrazolo[3,4-d]pyrimidin-3-one (4.7 g).

Workup

  1. temperatureThe reaction was cooled
  2. filtrationthe mixture was filtered
  3. customThe precipitate was collected
  4. customdried under vacuum

Sources & evidence

ORD record
ord-72952922383843c691a430846a086e9b
Source dataset
uspto-grants-2009_07
Patent number
US07563800B2

Reaction notes

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