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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626347Generated: October 29, 2026

Piperidine → HCID 72195769, compound

https://huagongshe.com/reaction/626347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantMorpholineHCID 8083—
ReactantBinap, (A+-)-HCID 634876—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 90057937HCID 90057937—
ReactantHCID 90057966HCID 90057966—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 72195769HCID 72195769—

Reaction Steps

A Biotage Process Vial (5-20 mL) was charged with 4-7 mol % of (2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl) BINAP, 1-2 mol % of Pd2(dba)3, compound 15 or 23 (1 equivalent), morpholine or piperidine (2-5 equivalents), and potassium tertbutoxide (2-4 equivalents). The vial was charged with DMF (5-10 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 28 or 29. Purified material was obtained by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309187B2
Source datasetuspto-grants-2016_04
ORD IDord-db0ffbe9fd6e48588781289a480d9d7f
Source noteuspto-grants-2016_04