Dimethyl Sulfoxide → Trametinib Dimethyl Sulfoxide

HRID 710585Notes

Reaction equation

HRID 710585 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[N:6]([CH3:9])[C:5]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([I:18])=[CH:15][C:16]=2[F:17])=[C:4]2[C:19]([N:21]([CH:35]3[CH2:37][CH2:36]3)[C:22]([N:24]([C:25]3[CH:26]=[CH:27][CH:28]=[C:29]([NH:31][C:32]([CH3:34])=[O:33])[CH:30]=3)[C:3]=12)=[O:23])=[O:20].[CH3:38][S:39]([CH3:41])=[O:40]>>[CH3:1][C:2]1[C:7](=[O:8])[N:6]([CH3:9])[C:5]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([I:18])=[CH:15][C:16]=2[F:17])=[C:4]2[C:19]([N:21]([CH:35]3[CH2:36][CH2:37]3)[C:22]([N:24]([C:25]3[CH:26]=[CH:27][CH:28]=[C:29]([NH:31][C:32]([CH3:34])=[O:33])[CH:30]=3)[C:3]=12)=[O:23])=[O:20].[CH3:38][S:39]([CH3:41])=[O:40]

Participants

3

Reactant 2

HCID 679Dimethyl SulfoxideHCID 11707110Trametinib

Product 1

HCID 50992434Trametinib Dimethyl Sulfoxide

Procedure

A solution of trametinib (500.0 mg) in dimethyl sulfoxide (2.5 mL) was heated from room temperature to 80° C. with stirring to dissolve. The solution was further stirred for 2 hours and then precipitation was observed. The suspension was stirred at 80° C. for another 3 hours and cooled to room temperature and then stirred over night. The precipitate was collected by filtration and dried under reduced pressure at 30° C. for 16 hours to give trametinib dimethyl sulfoxide solvate.

Workup

  1. dissolutionto dissolve
  2. stirringThe solution was further stirred for 2 hours
  3. customprecipitation
  4. stirringThe suspension was stirred at 80° C. for another 3 hours
  5. stirringstirred over night
  6. filtrationThe precipitate was collected by filtration
  7. customdried under reduced pressure at 30° C. for 16 hours

Sources & evidence

ORD record
ord-9b3e9fe31960492c86c1b5844ea72433
Source dataset
uspto-grants-2015_11
Patent number
US09181243B2

Reaction notes

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