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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468806Generated: October 31, 2026

1,10-Phenanthroline → HCID 71115244, compound

https://huagongshe.com/reaction/468806

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
ReactantN-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamideHCID 67974626—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventEthanolHCID 702—
ProductHCID 71115244HCID 711152445.7%

Reaction Conditions

Temperature210 °C

Reaction Steps

N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (150 mg, 0.52 mmol), copper(I) iodide (90 mg, 0.52 mmol), 1,10-phenanthroline (93 mg, 0.52 mmol) and cesium carbonate (219 mg, 0.67 mmol) were added to ethanol (5 mL) in a stainless container. The resulting mixture was stirred at 210° C. for 5 hours under nitrogen. The reaction mixture was concentrated and purified by prep-HPLC and TLC to give the product (7.2 mg, 5.7%). LCMS (ESI): RT (min)=0.79, M+H+=243.0, method=A. 1H NMR (400 MHz, DMSO-d6): δ 10.76 (s, 1H), 8.99 (s, 1H), 8.35 (s, 1H), 7.77 (d, J=8.8 Hz, 1H), 7.42 (s, 1H), 7.32 (d, J=9.2 Hz, 1H), 3.96 (s, 3H), 2.01 (s, 1H), 0.81-0.79 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623889B2
Source datasetuspto-grants-2014_01
ORD IDord-4e855353922c484dbd665c4a3707a4f9
Source noteuspto-grants-2014_01