HCID 117727869, compound → HCID 117727750, compound

HRID 61288Notes

Reaction equation

HRID 61288 reaction equation
[F:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[C:8]([C:13]2[N:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[C:3]=1[C:4]([O:6]C)=[O:5]>[OH-].[Na+].O>[F:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[C:8]([C:13]2[N:14]=[CH:15][CH:16]=[CH:17][N:18]=2)[C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 117727869HCID 117727869, compound

Product 1

HCID 117727750HCID 117727750, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of methyl 2,3-difluoro-6-(pyrimidin-2-yl)benzoate in 2 N NaOH and water was heated at reflux for 4 h. After this time, the reaction mixture was cooled to rt and concentrated to half volume under reduced pressure. The resulting mixture was acidified to pH 4 with 1 N HCl and extracted with EtOAc. The combined extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was dried under high vacuum to give the title compound. ESI MS (M+H) 237.

Workup

  1. temperatureat reflux for 4 h
  2. concentrationconcentrated to half volume under reduced pressure
  3. extractionextracted with EtOAc
  4. dry with materialThe combined extracts were dried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-27a53808ec9247f3be64a0dcdee0caad
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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