Methyl triflate → 3-[(4-Fluoro-benzyl)-isobutyl-sulfamoyl]-1-methyl-3H-imidazol-1-ium triflate

HRID 1403712Notes

Reaction equation

HRID 1403712 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]([CH2:16][CH:17]([CH3:19])[CH3:18])[S:8]([N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:22][C:23]([F:30])([F:29])[S:24]([O:27]C)(=[O:26])=[O:25]>C(Cl)Cl>[O-:27][S:24]([C:23]([F:30])([F:29])[F:22])(=[O:26])=[O:25].[F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]([CH2:16][CH:17]([CH3:19])[CH3:18])[S:8]([N:11]2[CH:15]=[CH:14][N+:13]([CH3:23])=[CH:12]2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 90437309Imidazole-1-sulfonic acid (4-fluoro-benzyl)-isobutyl-amide

Product 1

HCID 904108753-[(4-Fluoro-benzyl)-isobutyl-sulfamoyl]-1-methyl-3H-imidazol-1-ium triflate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of imidazole-1-sulfonic acid (4-fluoro-benzyl)-isobutyl-amide (260 mg, 835 μmol) in DCM (5 mL) at 0° C. was treated dropwise with methyl trifluoromethane sulfonate (101 μL, 918 μmol) and stirred cold for 2 hours. The mixture was concentrated under vacuum and used immediately in the next step. LCMS (m/z, Method A) ES+ 326.0 [M+1]+.

Workup

  1. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-35404741c7cf4108bf15c0a324d93d00
Source dataset
uspto-grants-2014_12
Patent number
US08912219B2

Reaction notes

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