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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468807Generated: October 30, 2026

1,10-Phenanthroline → HCID 57411092, compound

https://huagongshe.com/reaction/468807

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
ReactantCyclobutanolHCID 76218—
ReactantN-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamideHCID 67974626—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductHCID 57411092HCID 5741109212%

Reaction Conditions

Temperature130 °C

Reaction Steps

N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (150 mg, 0.51 mmol), copper(I) iodide (96 mg, 0.51 mmol), 1,10-phenanthroline (100 mg, 0.51 mmol) and cesium carbonate (216 mg, 0.62 mmol) were combined in stainless container, and cyclobutanol (3.0 mL) was added. The reaction mixture was stirred at 120-140° C. for 12 h under nitrogen. It was concentrated and purified by HPLC and TLC to give the product (17.1 mg, 12.0%). LCMS (ESI): RT (min)=1.15, M+H+=282.9, method=A. 1H NMR (400 MHz, DMSO-d6) 10.75 (s, 1H), 8.97 (s, 1H), 8.33 (s, 1H), 7.74 (d, J=9.0 Hz, 1H), 7.26 (d, J=6.8 Hz, 2H), 4.77 (t, J=6.8 Hz, 1H), 2.07-1.65 (m, 6H), 1.19 (s, 1H), 0.79-0.76 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623889B2
Source datasetuspto-grants-2014_01
ORD IDord-a6b6b38ef6104a75b352b178e7edaed1
Source noteuspto-grants-2014_01