Tert-Butylamine → HCID 86760921, compound

Reaction equation

C([C:4]1[CH:5]=[CH:6][C:7]([CH2:14][CH2:15][NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])=[C:8]([S:10](Cl)(=[O:12])=[O:11])[CH:9]=1)(C)C.[C:23]([NH2:27])([CH3:26])([CH3:25])[CH3:24].O1C[CH2:31][CH2:30][CH2:29]1>>[C:23]([NH:27][S:10]([C:8]1[CH:9]=[CH:4][C:5]([CH:30]([CH3:31])[CH3:29])=[CH:6][C:7]=1[CH2:14][CH2:15][NH:16][C:17](=[O:22])[C:18]([F:19])([F:20])[F:21])(=[O:11])=[O:12])([CH3:26])([CH3:25])[CH3:24]

Participants

Reactant 3

HCID 6385Tert-Butylamine

HCID 8028Tetrahydrofuran

HCID 17856313HCID 17856313, compound

Product 1

HCID 86760921HCID 86760921, compound

Procedure

To a solution of 0.463 g of 5-isopropyl-2-[2-(2,2,2-trifluoroacetylamino)ethyl]benzenesulfonyl chloride in 30 mL of tetrahydrofuran was added 0.500 mL of tert-butylamine. The mixture was sealed and stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in 30 mL of water and 10 mL of 1 mol/L hydrochloric acid. The mixture was extracted with ethyl acetate, and the organic layer was washed with water, saturated aqueous sodium bicarbonate solution, and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 0.481 g of N-[2-(2-tert-butylsulfamoyl-5-isopropylphenyl)ethyl]-2,2,2-trifluoroacetamide.