Trifluoroacetic acid → HCID 59558834, compound

HRID 2388809Notes

Reaction equation

HRID 2388809 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-f989d65c735045e39e79481a2a224ec2
Source dataset
uspto-grants-2012_09
Patent number
US08269002B2

Reaction notes

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