تفاعل #74516
ord-0f36664a25fa4b9498e79fb75cc7417a
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1أخرىThe reaction was partitioned between ethyl acetate (150 mL) and saturated aqueous sodium chloride solution (150 mL)
- 2أخرىThe organic layer was collected
- 3تركيزconcentrated in vacuo
- 4أخرىto afford an orange residue
- 5workup.STIRRINGThe reaction was stirred at room temperature for 24 hours
- 6تركيزbefore concentrating in vacuo
- 7أخرىto afford a pink residue
- 8أخرىto form a white slurry that
- 9غسيلwas washed with saturated sodium bicarbonate solution (200 mL)
- 10ترشيحFiltration
- 11أخرىyielded a white solid
- 12أخرىthat was dried in vacuo
- 13أخرىThe organic layer was collected
- 14تركيزconcentrated in vacuo
الإجراء التجريبي
A suspension of N-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide (Preparation 647, 10 g, 22.45 mmol), 2-(2-aminopyridin-4-yl)-4-chlorophenol (Preparation 258, 5 g, 22.67 mmol) and potassium carbonate (3.72 g, 26.94 mmol) in dimethyl sulfoxide (150 mL) was stirred at room temperature for 2 hours. The reaction was partitioned between ethyl acetate (150 mL) and saturated aqueous sodium chloride solution (150 mL). The organic layer was collected and concentrated in vacuo to afford an orange residue. This was dissolved in dichloromethane (145 mL) and trifluoroacetic acid (8.48 mL) was added. The reaction was stirred at room temperature for 24 hours before concentrating in vacuo to afford a pink residue. This was taken up in ethyl acetate (200 mL) to form a white slurry that was washed with saturated sodium bicarbonate solution (200 mL). Filtration yielded a white solid that was dried in vacuo, slurried in water and hydrochloric acid (1 N aqueous solution, 1.05 eq) and extracted with ethyl acetate. The organic layer was collected and concentrated in vacuo to yield the title compound.