2-Methoxyethylamine → 4-(2-Methoxyethylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

HRID 2167960Notes

Reaction equation

HRID 2167960 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[S:12]([C:15]([F:18])([F:17])[F:16])(=[O:14])=[O:13].[CH3:19][O:20][CH2:21][CH2:22][NH2:23].C(N(CC)CC)C>O1CCCC1.C(OCC)(=O)C>[CH3:19][O:20][CH2:21][CH2:22][NH:23][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[S:12]([C:15]([F:18])([F:17])[F:16])(=[O:14])=[O:13]

Participants

6

Reactant 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 250584524-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide

Product 1

HCID 671265204-(2-Methoxyethylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Fluoro-3-(trifluoromethylsulfonyl)benzenesulfonamide (1.536 g, 5 mmol), 2-methoxyethanamine (0.376 g, 5 mmol), and triethylamine (1.939 g, 15 mmol) in anhydrous tetrahydrofuran (30 mL) solution was heated at 55° C. for 3 hours. The solution was diluted with ethyl acetate, washed with water and brine, and dried (Na2SO4), filtered and the filtrate was concentrated. The crude material was used in the next step without further purification.

Workup

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated
  5. customThe crude material was used in the next step without further purification

Sources & evidence

ORD record
ord-f5afabfa8b48422996a04a2f7aa6ca14
Source dataset
uspto-grants-2015_06
Patent number
US09045475B2

Reaction notes

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