Diisopropylethylamine → HCID 67126506, compound

HRID 1520627Notes

Reaction equation

HRID 1520627 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[O:16]1[CH2:21][CH2:20][CH:19]([CH2:22][NH2:23])[CH2:18][CH2:17]1.C(N(CC)C(C)C)(C)C>CS(C)=O.C(OCC)(=O)C>[O:16]1[CH2:21][CH2:20][CH:19]([CH2:22][NH:23][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=2[C:12]([F:15])([F:14])[F:13])[CH2:18][CH2:17]1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 27732104-AminomethyltetrahydropyranHCID 283069314-Fluoro-3-(trifluoromethyl)benzene-1-sulfonamide

Product 1

HCID 67126506HCID 67126506, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 4-fluoro-3-(trifluoromethyl)benzenesulfonamide (1.056 g), (tetrahydro-2H-pyran-4-yl)methanamine (0.5 g) and N,N-diisopropylethylamine (1.68 g) in anhydrous dimethylsulfoxide (15 mL) solution was heated at 90° C. overnight. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford the title compound.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washThe organic phase was washed with water, brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-34bc119bf8944246a27a49c63199b7c3
Source dataset
uspto-grants-2015_07
Patent number
US09073855B2

Reaction notes

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