Trifluoroacetic acid → HCID 59558834, compound

HRID 1024932Notes

Reaction equation

HRID 1024932 reaction equation
[F:1][C:2]1[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:3]=1[CH2:4][S:5][C:6]1[N:11]=[C:10]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:9]=[C:8]([O:17][C@@H:18]([C@@H:20]2[CH2:24][O:23]C(C)(C)[O:21]2)[CH3:19])[N:7]=1.C(O)(C(F)(F)F)=O>CO>[F:1][C:2]1[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:3]=1[CH2:4][S:5][C:6]1[N:11]=[C:10]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:9]=[C:8]([O:17][C@H:18]([CH3:19])[C@@H:20]([OH:21])[CH2:24][OH:23])[N:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67051222HCID 67051222, compound

Product 1

HCID 59558834HCID 59558834, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)methanesulfonamide (0.23 g) in MeOH (2 ml) was added TFA (0.4 ml) and the reaction was stirred at room temperature for 20 h. The mixture was evaporated, suspended in saturated sodium carbonate solution and then re-acidified to pH5 with glacial acetic acid with stirring. The resulting solid was collected, washed with H2O and dried to give the title compound as a cream solid. Yield 0.17 g.

Workup

  1. customThe mixture was evaporated
  2. stirringre-acidified to pH5 with glacial acetic acid with stirring
  3. customThe resulting solid was collected
  4. washwashed with H2O
  5. customdried

Sources & evidence

ORD record
ord-628ea1f2267840f598401d4cba9b8c06
Source dataset
uspto-grants-2014_05
Patent number
US08722883B2

Reaction notes

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