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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115684Generated: October 30, 2026

Benzylamine → HCID 22258899, compound

https://huagongshe.com/reaction/2115684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantTriethylamineHCID 8471—
ReactantHCID 22258852HCID 22258852—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 22258899HCID 2225889992%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of tert-butyl 3-{6-[2-(benzyloxy)phenyl]-2-bromo-3-cyano-4-pyridinyl}-1-piperidinecarboxylate (0.300 g, 0.547 mmol) in DMSO were added triethylamine (0.229 mL, 1.341 mmol) and benzylamine (0.147 g, 1.367 mmol). The mixture was stirred at 70° C. for 12 hrs. After cooled to room temperature, the reaction mixture was quenched with water and extracted with ethyl acetate. The separated organic phase was washed with brine, dried over Na2SO4, filtrated, and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-2/1) to give tert-butyl 3-{6-[2-(benzyloxy)phenyl]-2-benzylamino-3-cyano-4-pyridinyl}-1-piperidinecarboxylate as a yellow amorphous. (0.290 g, yield; 92%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435743B2
Source datasetuspto-grants-2008_10
ORD IDord-06f431f24ff543aa92cc7bc4ed0f6039
Source noteuspto-grants-2008_10