반응 #332810

반응 방정식

methanesulfonyl chloride

5-chloro-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid

6-amino-5-chloro-1H-indazole-7-carboxylic acid

pyridine

→

product

수율 45.8%

5-chloro-7-[5-chloro-2-(3-chloro-pyridin-2-yl)-2H-pyrazol-3-yl]-1H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one

수율 45.8%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도Then the suspension is cooled to 0° C.
2. 2
   workup.STIRRINGThe mixture is stirred at ambient temperature for 6 hours
3. 3
   기타Then the solvent is evaporated
4. 4
   기타the residue is triturated with a minimum of cold water
5. 5
   기타The precipitate, which is formed
6. 6
   여과is filtrated
7. 7
   세척washed with cold water
8. 8
   기타dried
9. 9
   기타Purification by flash chromatography (SiO2, toluene/methylene chloride/ethyl acetate 10:10:3)

실험 절차

To a suspension of 1.00 g (4.58 mmol) of 6-amino-5-chloro-1H-indazole-7-carboxylic acid in 40 mL of anhydrous acetonitrile is added 1.18 g (4.58 mmol) of 5-chloro-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid followed by 1.7 mL (20.6 mmol) of pyridine. The mixture is stirred at ambient temperature during 30 minutes. Then the suspension is cooled to 0° C. and 1.25 mL (16.0 mmol) of methanesulfonyl chloride is added dropwise. The mixture is stirred at ambient temperature for 6 hours. Then the solvent is evaporated and the residue is triturated with a minimum of cold water. The precipitate, which is formed is filtrated, washed with cold water and dried. Purification by flash chromatography (SiO2, toluene/methylene chloride/ethyl acetate 10:10:3) affords 910 mg (39%) of the product as a yellowish solid; LC/MS:433/435 (M+H)+.

출처