Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274955Generated: November 1, 2026

Dimethylformamide → HCID 71532820, compound

https://huagongshe.com/reaction/2274955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 71533245HCID 71533245—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 71532820HCID 71532820—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of Zn(CN)2 (39 mg, 0.335 mmol) and tetrakis(triphenylphosphine)palladium(0) (19 mg, 0.016 mmol) in dry N,N-dimethylformamide (0.6 ml) at 150° C. was slowly added a solution of 1-[3-(4-Bromo-pyridin-2-yl)-1-(2,4-difluoro-benzyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl]-ethanone (6j) (0.15 g, 0.335 mmol) in dry N,N-dimethylformamide (1 ml). The mixture was stirred at 150° C. for 3 h and then at 25° C. for 16 h. The mixture was diluted with methyl-tert-butylether, filtrated over Celite, washed with water, dried over Na2SO4, filtrated and evaporated to dryness. The residue was suspended in methanol, and the solid was filtrated off to give 67 mg of 2-[5-Acetyl-1-(2,4-difluoro-benzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-isonicotinonitrile (13a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127001B2
Source datasetuspto-grants-2015_09
ORD IDord-8fefb17cded3409e8f3bd602cb16d876
Source noteuspto-grants-2015_09