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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274944Generated: October 31, 2026

Water → HCID 71503403, compound

https://huagongshe.com/reaction/2274944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Bromomethyl)-2,4-difluorobenzeneHCID 90297—
ReactantHCID 89443858HCID 89443858—
SolventAcetonitrileHCID 6342—
ProductHCID 71503403HCID 7150340351.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-(5-Acetyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-benzonitrile (3a) (0.48 g, 1.8 mmol), 2,4-difluorobenzyl bromide (0.41 g, 1.99 mmol) and K2CO3 (498 mg, 3.6 mmol) in 14 ml CH3CN was stirred at 80° C. for 16 h. A second portion of 2,4-difluorobenzyl bromide (0.41 g, 1.99 mmol) was added and the mixture was stirred for additional 7 h. Water was added, the mixture was extracted 3 times with ethyl acetate, the combined organic layers were dried over MgSO4, filtrated and the solution was evaporated to dryness. The crude product was crystallized from 10 ml 2-propanol and dried in vacuo to give 0.364 g of 3-[5-Acetyl-1-(2,4-difluoro-benzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (6a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127001B2
Source datasetuspto-grants-2015_09
ORD IDord-ef98fa85439a48ed96e3b459af40e276
Source noteuspto-grants-2015_09