3-Methylpiperidine → HCID 15451760, compound

HRID 399936Notes

Reaction equation

HRID 399936 reaction equation
[Cl:1][C:2]1[C:10](F)=[C:9]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:16][CH:17]1[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]1>Cl>[Cl:1][C:2]1[C:10]([N:19]2[CH2:20][CH2:21][CH2:22][CH:17]([CH3:16])[CH2:18]2)=[C:9]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 790813-MethylpiperidineHCID 154517592-Chloro-3-fluoro-4-methylsulfonylbenzoic acid

Product 1

HCID 15451760HCID 15451760, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3.0 g (12 mmol) of 2-chloro-3-fluoro-4-methylsulfonylbenzoic acid in 15 mL of 3-methylpiperidine was heated at 70° C. with stirring for 6 days. The reaction mixture was diluted with aqueous hydrochloric acid and extracted with dichloromethane. The organic extract was dried over magnesium sulfate and the solvent was removed by concentration under reduced pressure. The residue obtained was crystallized from acetonitrile to obtain 2.4 g (60 percent of theory) of the title compound as a solid.

Workup

  1. extractionextracted with dichloromethane
  2. extractionThe organic extract
  3. dry with materialwas dried over magnesium sulfate
  4. customthe solvent was removed by concentration under reduced pressure
  5. customThe residue obtained
  6. customwas crystallized from acetonitrile

Sources & evidence

ORD record
ord-893a94f30482442d93f8c8dac2edf54b
Source dataset
uspto-grants-1998_10
Patent number
US05824802

Reaction notes

Loading…