Methanol → HCID 67236413, compound

HRID 1809976Notes

Reaction equation

HRID 1809976 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:14]=[CH:15][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:17][CH:18]=3)[N:11]=[C:10]([C:23]([F:26])([F:25])[F:24])[CH:9]=2)=[CH:6][CH:7]=1.[OH-].[Na+].CO.[Cl-].[Cl-].[Ca+2:33]>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:14]=[CH:15][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:17][CH:18]=3)[N:11]=[C:10]([C:23]([F:25])([F:24])[F:26])[CH:9]=2)=[CH:6][CH:7]=1.[Ca:33]

Participants

5

Reactant 4

HCID 887Methanol2×HCID 2662CelecoxibHCID 14798Sodium HydroxideHCID 5284359Calcium Chloride

Product 1

HCID 67236413HCID 67236413, compound

Procedure

To celecoxib (100 mg; 0.262 mmol) was added a solution of 1 M NaOH in methanol (0.29 mL; 0.29 mmol). The mixture was gently warmed with occasional swirling until all the solids were dissolved resulting in a colorless solution. To the solution was added a 3 M CaCl2 solution in methanol (0.131 mL; 0.393 mmol). A solid formed within minutes. The precipitate was filtered and the powder was dried overnight with flowing nitrogen gas. Characterization of the product mixture was achieved via TGA (FIG. 25), Raman spectroscopy (FIG. 26), and PXRD (FIG. 27) and showed the presence of celecoxib Ca salt and NaCl.

Workup

  1. temperatureThe mixture was gently warmed
  2. dissolutionwere dissolved
  3. customresulting in a colorless solution
  4. customA solid formed within minutes
  5. filtrationThe precipitate was filtered
  6. customthe powder was dried overnight with flowing nitrogen gas

Sources & evidence

ORD record
ord-cbd1e96eea4543f1b4dd38236d3ae766
Source dataset
uspto-grants-2013_01
Patent number
US08362062B2

Reaction notes

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