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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376757Generated: October 26, 2026

1-Phenethylamine, (-)- → (1S)-N-(1-Phenylethyl)-[4-[6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridin-5-yl]pyrimidin-2-yl]amine

https://huagongshe.com/reaction/2376757

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (-)-HCID 75818—
Reactant5-[2-(methylsulfonyl)pyrimidin-4-yl]-6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridineHCID 67013805—
Product(1S)-N-(1-Phenylethyl)-[4-[6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridin-5-yl]pyrimidin-2-yl]amineHCID 6844482716.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-[2-(methylsulfonyl)pyrimidin-4-yl]-6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridine (0.55 g, 0.13 mmol, obtained in example 127) and (1S)-1-phenylethylamine (0.16 g, 1.3 mmol) was heated to 100° C. for 1 h. It was allowed to cool and the crude product obtained was purified by chromatography on silica gel using increasing polarity mixtures of EtOAc-hexane as eluent, to afford 10 mg of the title compound (yield: 16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468376B2
Source datasetuspto-grants-2008_12
ORD IDord-775fa07b57a24eadae8f55b40c97a344
Source noteuspto-grants-2008_12