(4-methylsulfonylphenyl)methanesulfonyl chloride

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of (4-methanesulfonyl-phenyl)-methanesulfonyl chloride from Step 2 (1.0 g, 3.7 mmol) in CH2Cl2 (40 mL) was added dimethylamine (0.42 g, 9.3 mmol) dropwise. After 18 h, the resulting reaction mixture was diluted with a saturated ammonium chloride solution and ethyl acetate. The organic extracts were washed (HCl 10%, NaHCO3, brine), dried (MgSO4), filtered, and concentrated to provided the C-(4-methanesulfonyl-phenyl)-N,N-dimethyl-methanesulfonamide compound. the resulting reaction mixture The organic extracts were washed (HCl 10%, NaHCO3, brine) dried (MgSO4) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of (4-methanesulfonyl-phenyl)-methanesulfonyl chloride from Step 2 (1.0 g, 3.7 mmol) in CH2Cl2 (40 mL) was added dimethylamine (0.42 g, 9.3 mmol) dropwise. After 18 h, the resulting reaction mixture was diluted with a saturated ammonium chloride solution and ethyl acetate. The organic extracts were washed (HCl 10%, NaHCO3, brine), dried (MgSO4), filtered, and concentrated to provided the C-(4-methanesulfonyl-phenyl)-N,N-dimethyl-methanesulfonamide compound. the resulting reaction mixture The organic extracts were washed (HCl 10%, NaHCO3, brine) dried (MgSO4) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Methanesulfonyl-phenylmethanesulfonyl chloride (10.7 g, 40 mmol) in 100 ml dry tetrahydrofuran was added to a solution of ethynylcyclohexylamine (4.93 g, 40 mmol) and triethylamine (6.13 ml, 44 mmol) in dry tetrahydrofuran (100 ml) at 0-5° C. Then the mixture was stirred for 1 hour at room temperature, poured into 0.05 N hydrochloric acid and stirred again. The precipitate was filtered off, washed with water and dried to yield N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (11.7 g, 82%) as a solid. 1H-NMR (CDCl3) δ 7.93 (d, 2 H), 7.65 (d, 2 H), 4.61 (s, 2 H), 4.32 (s, 1 H), 2.75 (s, 1 H), 3.05 (s, 3 H), 2.15 (m, 2 H), 1.63 (m, 7 H), 1.27 (m, 1 H); MS (IS): 354.1 [M−H]−. stirred again The precipitate was filtered off washed with water dried

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Methanesulfonyl-phenylmethanesulfonyl chloride (10.7 g, 40 mmol) in 100 ml dry tetrahydrofuran was added to a solution of ethynylcyclohexylamine (4.93 g, 40 mmol) and triethylamine (6.13 ml, 44 mmol) in dry tetrahydrofuran (100 ml) at 0-5° C. Then the mixture was stirred for 1 hour at room temperature, poured into 0.05 N hydrochloric acid and stirred again. The precipitate was filtered off, washed with water and dried to yield N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (11.7 g, 82%) as a solid. 1H-NMR (CDCl3) δ 7.93 (d, 2 H), 7.65 (d, 2 H), 4.61 (s, 2 H), 4.32 (s, 1 H), 2.75 (s, 1 H), 3.05 (s, 3 H), 2.15 (m, 2 H), 1.63 (m, 7 H), 1.27 (m, 1 H); MS (IS): 354.1 [M−H]−. stirred again The precipitate was filtered off washed with water dried

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To the solution of the title B compound, (4-methanesulfonyl-phenyl)-methanesulfonyl chloride (1.86 mmol, 0.5 g) in 5 mL of pyridine is added 2-aminothiazole (2.5 mmol, 0.25 g) and the mixture is stirred for 48 h. The reaction mixture is quenched with aqueous 1 N HCl and the product is taken up in EtOAc, dried and concentrated to afford C-(4-methanesulfonyl-phenyl)-N-thiazol-2-yl-methanesulfonamide. The reaction mixture is quenched with aqueous 1 N HCl dried concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To the title A compound, (4-methanesulfonyl-phenyl)-methanesulfonic acid, sodium salt is added PCl5 (10 g) in 200 mL of chloroform and the mixture is stirred for 48 h. The solids are filtered off, the chloroform is removed by evaporation, and the residue is triturated with hexanes, and the solids are collected by filtration to afford (4-methanesulfonyl-phenyl)-methanesulfonyl chloride. The solids are filtered off the chloroform is removed by evaporation the residue is triturated with hexanes the solids are collected by filtration

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of (4-methanesulfonyl-phenyl)-methanesulfonyl chloride from Step 2 (1.0 g, 3.7 mmol) in CH2Cl2 (40 mL) was added dimethylamine (0.42 g, 9.3 mmol) dropwise. After 18 h, the resulting reaction mixture was diluted with a saturated ammonium chloride solution and ethyl acetate. The organic extracts were washed (HCl 10%, NaHCO3, brine), dried (MgSO4), filtered, and concentrated to provided the C-(4-methanesulfonyl-phenyl)-N,N-dimethyl-methanesulfonamide compound. the resulting reaction mixture The organic extracts were washed (HCl 10%, NaHCO3, brine) dried (MgSO4) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Methanesulfonyl-phenylmethanesulfonyl chloride (10.7 g, 40 mmol) in 100 ml dry tetrahydrofuran was added to a solution of ethynylcyclohexylamine (4.93 g, 40 mmol) and triethylamine (6.13 ml, 44 mmol) in dry tetrahydrofuran (100 ml) at 0-5° C. Then the mixture was stirred for 1 hour at room temperature, poured into 0.05 N hydrochloric acid and stirred again. The precipitate was filtered off, washed with water and dried to yield N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (11.7 g, 82%) as a solid. 1H-NMR (CDCl3) δ 7.93 (d, 2 H), 7.65 (d, 2 H), 4.61 (s, 2 H), 4.32 (s, 1 H), 2.75 (s, 1 H), 3.05 (s, 3 H), 2.15 (m, 2 H), 1.63 (m, 7 H), 1.27 (m, 1 H); MS (IS): 354.1 [M−H]−. stirred again The precipitate was filtered off washed with water dried