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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912002Generated: October 31, 2026

Cesium carbonate → HCID 44594454, compound

https://huagongshe.com/reaction/1912002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-BromoisoquinolineHCID 736487—
Reactant(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 44594454HCID 4459445459.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

Into a 50 mL round bottom flask were added 5-bromoisoquinoline (1.12 g, 5.4 mmol), toluene (10 mL), (R)-tert-butyl 3-aminopyrrolidine-1-carboxylate (1.00 g, 5.4 mmol), palladium acetate (0.18 g, 0.8 mmol), rac-(±)-BINAP (0.500 g, 0.8 mmol), and cesium carbonate (2.80 g, 8.6 mmol). The vessel was evacuated, refilled with nitrogen and stirred at 80° C. for 12 h. The mixture was diluted with ethyl acetate (20 mL), washed with water (10 mL), and the organic phase was dried over MgSO4, filtered and evaporated to afford the title compound (1.00 g, 59%). This material was of sufficient quality to be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604218B2
Source datasetuspto-grants-2013_12
ORD IDord-3a041bff6eac405a9acdf48adfb6ebe1
Source noteuspto-grants-2013_12