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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500775Generated: November 2, 2026

Triethylamine → HCID 53358060, compound

https://huagongshe.com/reaction/1500775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
ReactantHCID 67327163HCID 67327163—
SolventDichloromethaneHCID 6344—
ProductHCID 53358060HCID 5335806071%

Reaction Conditions

Temperature50 °C

Reaction Steps

6-Chloronicotinonitrile (0.04 g, 0.29 mmol) and triethylamine (0.15 mL, 1.08 mmol) were added to a stirred solution of 3-{4-[(3R)-piperidin-3-ylamino]pyrimidin-2-yl}pyrazolo[1,5-a]pyridine-5-carbonitrile (Preparation 7b, 0.11 g, 0.24 mmol) in dichloromethane (3.3 mL) and the resulting mixture was stirred at 50° C. for 20 hours. The reaction mixture was then cooled to ambient temperature and dichloromethane and 4% aqueous sodium hydrogencarbonate solution were added. The organic layer was separated, washed with water and brine, dried (MgSO4) and evaporated in vacuo. The crude product was purified by flash chromatography (200:1 to 60:1 chloroform/methanol) to give the title compound (0.07 g, 71%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206183B2
Source datasetuspto-grants-2015_12
ORD IDord-ae21d8d747f84bdfb822994bcb910138
Source noteuspto-grants-2015_12