Sodium Bicarbonate → HCID 178517452, compound

HRID 1514432Notes

Reaction equation

HRID 1514432 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10](SC)[N:9]=1.C([O-])(O)=[O:17].[Na+]>Cl.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][NH:11][C:10](=[O:17])[N:9]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 592427874-(2-Fluoro-phenyl)-2-methylsulfanyl-pyrimidine

Product 1

HCID 178517452HCID 178517452, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of 4-(2-fluoro-phenyl)-2-methylsulfanyl-pyrimidine (943 mg, 4.28 mmol) in 37% HCl (18 ml) was heated at 100° C. for 21 hours. The mixture was diluted with water then basified with solid NaHCO3. The suspension was extracted with DCM; the organic layer was dried (Na2SO4), filtered and evaporated to give the title compound that was used without further purification in the next step (725 mg, 89% yield)

Workup

  1. extractionThe suspension was extracted with DCM
  2. dry with materialthe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-54b778663d2c4b1d88bb02cc830d66f5
Source dataset
uspto-grants-2012_07
Patent number
US08222266B2

Reaction notes

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