2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Chloro-2-(4-difluoromethoxy-3-isopropoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Reaction was carried out in the same manner as in Example 1-(b) except for using 247 mg (0.495 mmol) of 3-chloro-2-(4-difluoromethoxy-3-isopropoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 40-(a) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one. After completion of the reaction, active carbon was added to the reaction suspension, and the mixture was stirred at room temperature for further 2 hours, and insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure, the obtained solid was dissolved by adding a small amount of tetrahydrofuran, followed by addition of water, and the solid precipitated by ultrasonic wave treatment was collected by filtration. The obtained solid was washed with water and dried under reduced pressure to obtain 175 mg of the title compound as a white solid. (Yield: 96%)

1. customReaction
2. customAfter completion of the reaction, active carbon
3. additionwas added to the reaction suspension
4. custominsoluble material was removed by filtration
5. concentrationThe filtrate was concentrated under reduced pressure
6. dissolutionthe obtained solid was dissolved
7. additionby adding a small amount of tetrahydrofuran
8. additionfollowed by addition of water
9. customthe solid precipitated by ultrasonic wave treatment
10. filtrationwas collected by filtration
11. washThe obtained solid was washed with water
12. customdried under reduced pressure

ORD record

ord-24d281d460024ff890278fabc18106b3

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08450319B2