反応 #658842
ord-8eb1c48910e74044ac557dd4fd4e9328
反応方程式
反応物
試薬
反応条件
後処理
- 1workup.STIRRINGstirring
- 2workup.WAITwas continued for an additional 10 minutes
- 3その他the temperature below 10° C
- 4workup.STIRRINGThe reaction mixture was stirred 60 minutes at 0° C.
- 5温度The reaction mixture was then warmed to room temperature
- 6workup.STIRRINGstirred for an additional 2 hours
- 7濃縮The reaction mixture was then concentrated
- 8その他the crude product was chromatographed on silica gel
実験手順
To a solution of methanesulfonyl chloride (6.96 g, 61.06 mmol) in acetonitrile (150 mL) was added dropwise a mixture of 3-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (i.e. the carboxylic acid product of Step D) (15.0 g, 58.16 mmol) and triethylamine (5.88 g, 58.16 mmol) in acetonitrile (150 mL) at −5° C. The reaction mixture was then stirred for 30 minutes at 0° C. Then, 2-amino-3-methyl-5-chlorobenzoic acid (i.e. the product from Example 1, Step A) (10.79 g, 58.16 mmol) was added, and stirring was continued for an additional 10 minutes. A solution of triethylamine (11.77 g, 116.5 mmol) in acetonitrile was then added dropwise while keeping the temperature below 10° C. The reaction mixture was stirred 60 minutes at 0° C., and then methanesulfonyl chloride (6.96 g, 61.06 mmol) was added. The reaction mixture was then warmed to room temperature and stirred for an additional 2 hours. The reaction mixture was then concentrated, and the crude product was chromatographed on silica gel using methylene chloride as eluent to afford the title product as a yellow solid (9.1 g).