Dimethylformamide → 3-(1,4,Diazabicyclo[3.2.2]non-4-ylcarbonyl)-1h-pyrazolo[3,4-c]pyridine

Temperature

110 °C

1 g (5 mmol) of 3-bromo-1H-pyrazolo[3,4-c]-pyridine, 0.53 g (0.75 mmol) of bis(triphenylphosphino)dichloropalladium, 1.9 g (15.1 mmol) of 1,4-diazabicyclo[3.2.2]nonane and 3.5 ml (25 mmol) of triethylamine dissolved in 15 ml of N,N-dimethylformamide are successively introduced into a 50 ml reactor. The mixture is then purged with carbon monoxide and heated at 110° C. for 20 hours. The reaction medium is poured into 100 ml of water and the aqueous phase is extracted with chloroform. After drying the organic phases, they are dried, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica gel, eluting with a mixture of chloroform, methanol and aqueous ammonia in 90/10/1 proportions.

1. additionare successively introduced into a 50 ml reactor
2. customThe mixture is then purged with carbon monoxide
3. additionThe reaction medium is poured into 100 ml of water
4. extractionthe aqueous phase is extracted with chloroform
5. customAfter drying the organic phases, they
6. customare dried
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customThe residue is purified by chromatography on a column of silica gel
10. washeluting with a mixture of chloroform, methanol and aqueous ammonia in 90/10/1 proportions

ORD record

ord-814e87e08ebe42e0a69e2333a633230c

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08524706B2