Methanesulfonyl chloride → HCID 18504029, compound

HRID 1358138Notes

Reaction equation

HRID 1358138 reaction equation
[F:1][CH:2]([F:21])[O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][C:7]=1[CH:8]([O:14][CH3:15])[O:9]2.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>N1C=CC=CC=1>[F:21][CH:2]([F:1])[O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6]1[CH:19]=[CH:18][C:17]([NH:20][S:23]([CH3:22])(=[O:25])=[O:24])=[CH:16][C:7]=1[CH:8]([O:14][CH3:15])[O:9]2

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 18504109HCID 18504109, compound

Product 1

HCID 18504029HCID 18504029, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of Example 96B (3.9 g, 13 mmol) in pyridine (40ml) at 0° C. was added methylsulfonylchloride (1.5 g, 13 mmol). The mixture was stirred for 15 hour, concentrated under reduced pressure. The residue was dissolved in 10% HCl solution (50 mL) and extracted with ethyl acetate (3×30 mL). The combined extract were dried (MgSO4), filtered and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate in hexanes to provide the titled compound. MS (ESI(−)Q1MS) m/z 370 (M−H)−.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in 10% HCl solution (50 mL)
  3. extractionextracted with ethyl acetate (3×30 mL)
  4. extractionThe combined extract
  5. dry with materialwere dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was recrystallized from ethyl acetate in hexanes

Sources & evidence

ORD record
ord-4b3f9b7363e94785afb9e55d77614a44
Source dataset
uspto-grants-2003_07
Patent number
US06593480B2

Reaction notes

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