HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502325Generated: November 1, 2026
1,10-Phenanthroline → HCID 57411092, compound
https://huagongshe.com/reaction/1502325
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Cyclobutanol | HCID 76218 | — |
| Reactant | N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide | HCID 67974626 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | HCID 57411092 | HCID 57411092 | 12% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206175B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-e0e3dde5ac78459bbd777f621ce3ce4f |
|---|
| Source note | uspto-grants-2015_12 |
|---|