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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467810Generated: November 3, 2026

4-(1-Pyrrolidinyl)piperidine → HCID 89499903, compound

https://huagongshe.com/reaction/1467810

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(1-Pyrrolidinyl)piperidineHCID 78703—
Reactant5-BromoisoquinolineHCID 736487—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 89499903HCID 8949990362.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

To 5-bromoisoquinoline (1 g, 4.81 mmol), 4-(pyrrolidin-1-yl)piperidine (1.112 g, 7.21 mmol), and sodium tert-butoxide (0.647 g, 6.73 mmol), was added toluene (10 mL) and the mixture was degassed with argon. BINAP (0.090 g, 0.144 mmol) and Pd2(dba)3 (0.044 g, 0.048 mmol) were added and the reaction was heated to 130° C. in a microwave for 20 min. Purification by normal phase chromatography afforded 0.84 g (62.7%) of 80A as a tan solid. MS (ESI) m/z: 282.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000172B2
Source datasetuspto-grants-2015_04
ORD IDord-5a17f3ef584e4433bb358fd3e1b641e5
Source noteuspto-grants-2015_04