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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478038Generated: October 30, 2026

Triethylamine → 6-(5-((5-chloro-2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)nicotinonitrile

https://huagongshe.com/reaction/1478038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
Reactant5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4 (octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamineHCID 118389986—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product6-(5-((5-chloro-2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)nicotinonitrileHCID 11839011061.8%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a suspension of 5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (377.4 mg, 1.13 mmol) and 6-chloronicotinonitrile (318.8 mg, 2.31 mmol) in a mixture of DCM and MeOH (10 mL/10 mL) was added Et3N (235.0 mg, 2.32 mmol). The reaction mixture was stirred at 45° C. overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/80) to give the title compound as a beige solid (304.4 mg, 61.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-bff8487e180645669f82fe2a911bd972
Source noteuspto-grants-2016_08