Sodium Chloride → HCID 86719108, compound

HRID 572926Notes

Reaction equation

HRID 572926 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8](C(OC)=O)[C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=1.[Na+].[Cl-]>CS(C)=O.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 5234Sodium ChlorideHCID 86719107HCID 86719107, compound

Product 1

HCID 86719108HCID 86719108, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Procedure

The solution of dimethyl 2-(5-fluoropyridin-2-yl)malonate (400 mg 1.76 mmol), NaCl (109.2 mg, 1.87 mmol) and H2O (56.3 g, 3.13 mmol) in DMSO (3 mL) was stirred at 130 degree for 6 h. After cooling to room temperature, the reaction mixture was diluted with H2O and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by a standard method to get desired product. LC-MS: m/z (M+H)=170.1

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified by a standard method

Sources & evidence

ORD record
ord-4a3f774750aa433e8de57a7dbd5dd4de
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

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