2-amino-4,6-dichlorobenzenesulfonyl chloride

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

Procedure: A mixture of 60 mg (0.19 mmol) of 2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethylamine hydrochloride and 51 mg (0.19 mmol) of 2-amino-4,6-dichlorobenzenesulfonyl chloride in 8 mL of pyridine was stirred at room temperature for 1 hour and then warmed at 65° C. for 4 hours. The mixture was cooled to room temperature and diluted with 1N aqueous HCl and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, decanted, and concentrated in vacuo. The crude material was first purified by Combiflash chromatography using EtOAc-hexanes (0-60% gradient) and then by preparative TLC using EtOAc-hexanes (2:8) to provide 20 mg (17%) of the title compound as a colorless foam. MS m/z 534 (MH+). warmed at 65° C. for 4 hours The mixture was cooled to room temperature extracted with ethyl acetate The combined organic layers were washed with saturated sodium bicarbonate, brine dried over sodium sulfate decanted concentrated in vacuo The crude material was first purified by Combiflash chromatography

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

Procedure: A mixture of 60 mg (0.19 mmol) of 2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethylamine hydrochloride and 51 mg (0.19 mmol) of 2-amino-4,6-dichlorobenzenesulfonyl chloride in 8 mL of pyridine was stirred at room temperature for 1 hour and then warmed at 65° C. for 4 hours. The mixture was cooled to room temperature and diluted with 1N aqueous HCl and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, decanted, and concentrated in vacuo. The crude material was first purified by Combiflash chromatography using EtOAc-hexanes (0-60% gradient) and then by preparative TLC using EtOAc-hexanes (2:8) to provide 20 mg (17%) of the title compound as a colorless foam. MS m/z 534 (MH+). warmed at 65° C. for 4 hours The mixture was cooled to room temperature extracted with ethyl acetate The combined organic layers were washed with saturated sodium bicarbonate, brine dried over sodium sulfate decanted concentrated in vacuo The crude material was first purified by Combiflash chromatography

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

Procedure: A mixture of 60 mg (0.19 mmol) of 2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethylamine hydrochloride and 51 mg (0.19 mmol) of 2-amino-4,6-dichlorobenzenesulfonyl chloride in 8 mL of pyridine was stirred at room temperature for 1 hour and then warmed at 65° C. for 4 hours. The mixture was cooled to room temperature and diluted with 1N aqueous HCl and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, decanted, and concentrated in vacuo. The crude material was first purified by Combiflash chromatography using EtOAc-hexanes (0-60% gradient) and then by preparative TLC using EtOAc-hexanes (2:8) to provide 20 mg (17%) of the title compound as a colorless foam. MS m/z 534 (MH+). warmed at 65° C. for 4 hours The mixture was cooled to room temperature extracted with ethyl acetate The combined organic layers were washed with saturated sodium bicarbonate, brine dried over sodium sulfate decanted concentrated in vacuo The crude material was first purified by Combiflash chromatography

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

Procedure: A mixture of 60 mg (0.19 mmol) of 2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethylamine hydrochloride and 51 mg (0.19 mmol) of 2-amino-4,6-dichlorobenzenesulfonyl chloride in 8 mL of pyridine was stirred at room temperature for 1 hour and then warmed at 65° C. for 4 hours. The mixture was cooled to room temperature and diluted with 1N aqueous HCl and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, decanted, and concentrated in vacuo. The crude material was first purified by Combiflash chromatography using EtOAc-hexanes (0-60% gradient) and then by preparative TLC using EtOAc-hexanes (2:8) to provide 20 mg (17%) of the title compound as a colorless foam. MS m/z 534 (MH+). warmed at 65° C. for 4 hours The mixture was cooled to room temperature extracted with ethyl acetate The combined organic layers were washed with saturated sodium bicarbonate, brine dried over sodium sulfate decanted concentrated in vacuo The crude material was first purified by Combiflash chromatography