Celecoxib → HCID 67236817, compound

HRID 1809977Notes

Reaction equation

HRID 1809977 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.[CH3:27][O:28][CH2:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH3:35]>C(OCC)C>[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.[CH3:27][O:28][CH2:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH3:35]

Participants

4

Reactant 2

HCID 2662CelecoxibHCID 8150Diglyme

Product 1

HCID 67236817HCID 67236817, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of celecoxib (129.3 mg; 0.3390 mmol) in diethyl ether (5.0 mL) was added a solution of diglyme (0.100 mL; 0.698 mmol) in diethyl ether (3.0 mL). The volatiles were allowed to evaporate slowly yielding a white solid. The solid continued to crystallize as the solvent was reduced (2 mL) and subsequently cooled. The white powder was collected via filtration and air-dried. The solid was found to be a diglyme solvate of celecoxib.

Workup

  1. customto evaporate slowly
  2. customyielding a white solid
  3. customto crystallize as the solvent
  4. temperaturesubsequently cooled
  5. filtrationThe white powder was collected via filtration
  6. customair-dried

Sources & evidence

ORD record
ord-8f473fe4d24f4d4b896755ee9f5bffaf
Source dataset
uspto-grants-2013_01
Patent number
US08362062B2

Reaction notes

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