Hydrochloric Acid → HCID 66608972, compound

HRID 473195Notes

Reaction equation

HRID 473195 reaction equation
[F:1][C:2]([F:13])([C:6]1[N:11]=[CH:10][C:9]([F:12])=[CH:8][N:7]=1)[C:3]([O-:5])=[O:4].[Na+].Cl>CCOC(C)=O>[F:13][C:2]([F:1])([C:6]1[N:11]=[CH:10][C:9]([F:12])=[CH:8][N:7]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66608971HCID 66608971, compound

Product 1

HCID 66608972HCID 66608972, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To sodium 2,2-difluoro-2-(5-fluoropyrimidin-2-yl)acetate from Example 3 step C (2.97 g, 13.87 mmol) was added EtOAc (100 mL) and 4 N HCl (100 mL) and the mixture shaken and partitioned. The organic phase was dried over sodium sulfate and concentrated under reduced pressure. Hexanes was added to the residue and the mixture again concentrated under reduced pressure to afford 2,2-difluoro-2-(5-fluoropyrimidin-2-yl)acetic acid (2.08 g, 78%), which was used without further purification.

Workup

  1. custompartitioned
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. additionHexanes was added to the residue
  5. concentrationthe mixture again concentrated under reduced pressure

Sources & evidence

ORD record
ord-00c5e2e5937a4da88983b694b8562847
Source dataset
uspto-grants-2014_01
Patent number
US08633207B2

Reaction notes

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