Sulfuric Acid → HCID 44160268, compound

HRID 1868149Notes

Reaction equation

HRID 1868149 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[S:10]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[C:26]([F:29])([F:28])[F:27])[CH2:15][C@H:14]1[CH3:30])(=[O:12])=[O:11])[C:5]#[N:6].[OH:31]S(O)(=O)=O>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[S:10]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[C:26]([F:28])([F:27])[F:29])[CH2:15][C@H:14]1[CH3:30])(=[O:11])=[O:12])[C:5]([NH2:6])=[O:31]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 44248578HCID 44248578, compound

Product 1

HCID 44160268HCID 44160268, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of (R)-3-chloro-4-(4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazin-1-ylsulfonyl)benzonitrile (290 mg, 0.626 mmol) in H2SO4 (3 mL) and TFA (6 mL) was stirred at rt overnight. To this was added ice-water. The precipitate was collected by filtration and washed with water to give the desired product as a white solid (267.5 mg, 89%). HRMS: calcd for C19H18ClF4N3O3S+H+, 480.07663. found (ESI-FTMS, [M+H]1+), 480.07642.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-4cf4c11a658441f4a66a746563a69064
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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