Reaktion #332801

Reaktionsgleichung

methanesulfonyl chloride

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

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

pyridine

→

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

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThen the suspension is cooled to 0° C.
2. 2
   workup.STIRRINGThe mixture is stirred at ambient temperature for 16 hours
3. 3
   SonstigeThen the solvent is evaporated
4. 4
   Sonstigethe residue is triturated with a minimum of cold water
5. 5
   SonstigeThe precipitate, which is formed
6. 6
   Filtrationis filtrated
7. 7
   Waschenwashed with cold water
8. 8
   Sonstigedried
9. 9
   SonstigeThe pale yellowish product obtained (1.6 g)

Vorschrift

To a suspension of 700 mg (3.66 mmol) of 6-amino-5-methyl-1H-indazole-7-carboxylic acid in 26 mL of anhydrous acetonitrile is added 1.11 g (3.66 mmol) of 5-bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid followed by 1.3 mL (16.2 mmol) of pyridine. The mixture is stirred at ambient temperature during 30 minutes. Then the suspension is cooled to 0° C. and 1.0 mL (12.9 mmol) of methanesulfonyl chloride is added drop wise. The mixture is stirred at ambient temperature for 16 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. The pale yellowish product obtained (1.6 g) is engaged in the next step; LC/MS:459/461 (M+H)+.

Quelle