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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37815Generated: October 25, 2026

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

https://huagongshe.com/reaction/37815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1,4-Diazabicyclo(3.2.2)nonaneHCID 398407—
ReactantHCID 178419486HCID 178419486—
CatalystHCID 178479802HCID 178479802—
Product3-(1,4,Diazabicyclo[3.2.2]non-4-ylcarbonyl)-1h-pyrazolo[3,4-c]pyridineHCID 68968013—

Reaction Conditions

Temperature110 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524706B2
Source datasetuspto-grants-2013_09
ORD IDord-814e87e08ebe42e0a69e2333a633230c
Source noteuspto-grants-2013_09