HCID 58466015, compound → HCID 58466005, compound

HRID 2198061Notes

Reaction equation

HRID 2198061 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([N:13]2[CH2:17][CH2:16][CH:15]([S:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH:25]OS([O-])=O.[K+].S(OOS([O-])(=O)=O)([O-])(=O)=O>CC(C)=O>[F:24][C:2]([F:1])([F:23])[C:3]1[CH:4]=[C:5]([N:13]2[CH2:17][CH2:16][CH:15]([S:18]([CH2:19][C:20]([OH:22])=[O:21])=[O:25])[CH2:14]2)[CH:6]=[C:7]([C:9]([F:11])([F:10])[F:12])[CH:8]=1

Participants

4

Reactant 2

HCID 58466015HCID 58466015, compoundHCID 86658343HCID 86658343, compound

Product 1

HCID 58466005HCID 58466005, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of optically resolved tR2 (AS, 300 mg) of ({1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}sulfanyl)acetic acid obtained in Example 11 in acetone (10 mL) was added aqueous solution (5 mL) of Oxone-persulfate compound (500 mg) at 0° C., and the mixture was stirred at 0° C. for 1 hr. The acetone was evaporated under reduced pressure, and the precipitate was collected by filtration. The precipitate was washed with water and hexane to give the title compound (311 mg, yield 99%) as a white solid.

Workup

  1. customThe acetone was evaporated under reduced pressure
  2. filtrationthe precipitate was collected by filtration
  3. washThe precipitate was washed with water and hexane

Sources & evidence

ORD record
ord-25548d7e8fb34c079a6e036e77ddf6b9
Source dataset
uspto-grants-2012_12
Patent number
US08338622B2

Reaction notes

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