反应详情

0.77 g (4.02 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDAC) and 0.54 g (4.02 mmol) of 1-hydroxybenzotriazole (HOBT) are added to a solution, stirred at 20° C. under an inert atmosphere, of 1.4 g (4.02 mmol) of 5-bromo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid, prepared in stage 17.2, in 20 ml of DMF. The reaction mixture is stirred at ambient temperature for 20 minutes. 0.66 g (4.42 mmol) of 3-amino-6-(azetidin-1-yl)pyridine, prepared according to the protocol described in stage 1.6, is subsequently added to the reaction mixture. After stirring at 20° C. for 18 hours, the reaction mixture is poured into a mixture of 50 ml of water and 50 ml of ethyl acetate. The resulting mixture is separated by settling out and the aqueous phase is extracted with 20 ml of ethyl acetate. The combined organic phases are washed three times with 30 ml of water, dried over sodium sulphate and then concentrated under reduced pressure. The isolated product is subsequently precipitated, then washed with isopropyl ether at reflux, filtered under hot conditions, and then dried under reduced pressure. 11.46 g of the expected product are thus isolated.

1. additionis subsequently added to the reaction mixture
2. stirringAfter stirring at 20° C. for 18 hours
3. customThe resulting mixture is separated
4. extractionthe aqueous phase is extracted with 20 ml of ethyl acetate
5. washThe combined organic phases are washed three times with 30 ml of water
6. dry with materialdried over sodium sulphate
7. concentrationconcentrated under reduced pressure
8. customThe isolated product is subsequently precipitated
9. washwashed with isopropyl ether
10. temperatureat reflux
11. filtrationfiltered under hot conditions
12. customdried under reduced pressure