2,2,2-Trifluoroethyl trifluoromethanesulfonate → HCID 67126597, compound

HRID 574907Notes

Reaction equation

HRID 574907 reaction equation
[CH:1]1([NH:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:17])=[O:16])=[CH:11][C:10]=2[N+:19]([O-:21])=[O:20])[CH2:3][CH2:2]1.FC(F)(F)S(O[CH2:28][C:29]([F:32])([F:31])[F:30])(=O)=O.C(N(CC)C(C)C)(C)C>ClCCl>[CH:1]1([N:4]([CH2:28][C:29]([F:32])([F:31])[F:30])[CH2:5][CH2:6][CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:16])=[O:17])=[CH:11][C:10]=2[N+:19]([O-:21])=[O:20])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 81531DiisopropylethylamineHCID 43599637HCID 43599637, compound

Product 1

HCID 67126597HCID 67126597, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of EXAMPLE 308A (314 mg) in dichloromethane (6 mL) was added 2,2,2-trifluoroethyl trifluoromethanesulfonate (255 mg) and N,N-diisopropylethylamine (258 mg). The mixture was stirred overnight. The mixture was diluted with dichloromethane (300 mL) and washed with aqueous NaHCO3, water, brine and dried over Na2SO4. Filtration and evaporation of solvent gave the title compound.

Workup

  1. washwashed with aqueous NaHCO3, water, brine
  2. dry with materialdried over Na2SO4
  3. filtrationFiltration and evaporation of solvent

Sources & evidence

ORD record
ord-f0025673ff324ab4b14f0010cea71f08
Source dataset
uspto-grants-2015_05
Patent number
US09034875B2

Reaction notes

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