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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532891Generated: October 30, 2026

Morpholine → HCID 82582561, compound

https://huagongshe.com/reaction/532891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantCesium carbonateHCID 10796—
Reactant5-BromoisoquinolineHCID 736487—
Catalystpalladium(II) acetateHCID 167845—
CatalystBinap, (A+-)-HCID 634876—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 82582561HCID 8258256199.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 5-bromoisoquinoline (4.07 g, 19.6 mmol), morpholine (3.41 mL, 39.1 mmol), Cs2CO3 (12.75 g, 39.1 mmol), Pd(OAc)2 (220 mg, 0.98 mmol) and BINAP (609 mg, 0.98 mmol) in toluene (160 mL) was heated at 110° C. for 6 h under N2. The mixture was then concentrated in vacuo and the black residue obtained was taken up in DCM and filtered over Celite. The filtrate was concentrated in vacuo and the brown oil obtained was purified by flash chromatography (SiO2, cHex to AcOEt) to give the title compound (4.17 g) as a brown oil. UPLC-MS: MS 215.1 (M+H+); UPLC rt 0.57 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853203B2
Source datasetuspto-grants-2014_10
ORD IDord-e8044fbe8ec6475a92a1dda7ec97041f
Source noteuspto-grants-2014_10