Pyridine → HCID 19788685, compound

HRID 1656761Notes

Reaction equation

HRID 1656761 reaction equation
[F:1][C:2]1[C:3]([OH:21])=[C:4]2[C:9]3=[C:10]([C:12](=[O:19])[C:13]([C:15]([O:17][CH3:18])=[O:16])=[CH:14][N:8]3[N:7]([CH3:20])[CH2:6][CH2:5]2)[CH:11]=1.N1C=CC=CC=1.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>C(Cl)(Cl)Cl>[F:1][C:2]1[C:3]([O:21][S:29]([CH3:28])(=[O:31])=[O:30])=[C:4]2[C:9]3=[C:10]([C:12](=[O:19])[C:13]([C:15]([O:17][CH3:18])=[O:16])=[CH:14][N:8]3[N:7]([CH3:20])[CH2:6][CH2:5]2)[CH:11]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 20083167HCID 20083167, compound

Product 1

HCID 19788685HCID 19788685, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

304 mg of the compound (167) obtained in Example 44 was added to 2 ml of pyridine, and 120 mg of methane-sulfonyl chloride was added to the solution. The solution was stirred for 3 hours at room temperature. 50 ml of chloroform was added to the solution, and the solution was washed with aqueous 5% citric acid solution. The organic layer was separated, and after drying over magnesium sulfate, the solvent was removed by distillation. To the residue, ethanol was added, and the solid matter was filtered off and washed with isopropyl ether to obtain 260 mg of the subject compound (168).

Workup

  1. additionwas added to the solution
  2. washthe solution was washed with aqueous 5% citric acid solution
  3. customThe organic layer was separated
  4. dry with materialafter drying over magnesium sulfate
  5. customthe solvent was removed by distillation
  6. additionTo the residue, ethanol was added
  7. filtrationthe solid matter was filtered off
  8. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-b8cef12b8deb4f20958da0dfcb82d2d7
Source dataset
uspto-grants-1993_10
Patent number
US05254685

Reaction notes

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