反应详情

29 mg (0.11 mmol) of rac-1,2-dimethylcyclopropane-1,2-diamine dihydrobromide (described in: W. v. d. Saal et al. Liebigs Annalen der Chemie 1994, 569-580) were initially charged in a 96-well deep-well multititre plate. A solution of 33.2 mg (0.1 mmol) of 7-[(2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid from Example 4A in 0.4 ml of DMF/dichloromethane (1:1, v/v) and a solution of 49.4 mg (0.13 mmol) of HATU in 0.4 ml of DMF/dichloromethane (1:1, v/v) were added successively. After adding 20.2 mg (0.20 mmol) of 4-methylmorpholine, the mixture was shaken at RT overnight. Subsequently, the mixture was heated to 60° C. and shaken at this temperature for 7 h. Then the solvent was evaporated off completely. The residue was dissolved in 0.8 ml of DMF and filtered, and the target compound was isolated by preparative LC-MS (Method 9). The product-containing fractions were concentrated under reduced pressure using a centrifugal dryer. The residue of each product fraction was dissolved in 0.6 ml of DMSO. These were combined and finally freed of the solvent in a centrifugal dryer. 2.3 mg (5% of theory) of the title compound were obtained.

1. temperatureSubsequently, the mixture was heated to 60° C.
2. stirringshaken at this temperature for 7 h
3. customThen the solvent was evaporated off completely
4. dissolutionThe residue was dissolved in 0.8 ml of DMF
5. filtrationfiltered
6. customthe target compound was isolated by preparative LC-MS (Method 9)
7. concentrationThe product-containing fractions were concentrated under reduced pressure
8. dissolutionThe residue of each product fraction was dissolved in 0.6 ml of DMSO