Trifluoroacetic acid → HCID 59558834, compound

HRID 1958988Notes

Reaction equation

HRID 1958988 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-989a1a5b1dab4608a5656a07afbde890
Source dataset
uspto-grants-2013_04
Patent number
US08410123B2

Reaction notes

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