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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626349Generated: October 30, 2026

Piperidine → HCID 72195897, compound

https://huagongshe.com/reaction/626349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantBinap, (A+-)-HCID 634876—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 90057937HCID 90057937—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 72195897HCID 72195897—

Reaction Steps

A Biotage Process Vial (5-20 mL) was charged with BINAP (0.36 mmol), Pd2(dba)3 (0.18 mmol), ethyl(E)-3-[3-[(3-bromonaphthalene-1-carbonyl)amino]-4-fluoro-phenyl]prop-2-enoate (15) (1.81 mmol), piperidine (5.44 mmol), and potassium tertbutoxide (3.62 mmol). The vial was charged with DMF (5 mL) and irradiated at 100-130° C. for 1 h, using the microwave reactor Smith Synthesizer. After irradiation, the sample was cooled and diluted with water and extracted with ethyl acetate (3×50 mL). The organic layer was washed with water, brine and dried over Na2SO4 and the solvent evaporated to dryness to afford crude 29, which was purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309187B2
Source datasetuspto-grants-2016_04
ORD IDord-58a1bcb39f6c48fa89c8aac5e15b789c
Source noteuspto-grants-2016_04