HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643031Generated: October 31, 2026
8-Hydroxyquinoline → 5-Chloro-N-((1-(4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-pyrazol-4-yl)methyl)thiophene-2-carboxamide
https://huagongshe.com/reaction/643031
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-chloro-N-((1-(4-iodophenyl)-1H-pyrazol-4-yl)methyl)thiophene-2-carboxamide | HCID 68510993 | — |
| Reactant | HCID 178516071 | HCID 178516071 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-Chloro-N-((1-(4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-pyrazol-4-yl)methyl)thiophene-2-carboxamide | HCID 59260102 | 32.4% |
Reaction Steps
A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-pyrazol-4-yl)methyl)thiophene-2-carboxamide (200 mg, 0.451 mmol), 2-hydroxypyridine (85 mg, 0.90 mmol), 8-hydroxyquinoline (30 mg, 0.21 mmol) and K2CO3 (247 mg, 1.79 mmol) in DMSO (2 mL) was degassed with Argon before being charged with CuI (43 mg, 0.22 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the title compound (60 mg). MS 411.0 and 413.0 (M+H, Cl pattern).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696352B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-12496b2b4bfd4ec796fd85f312e48960 |
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| Source note | uspto-grants-2010_04 |
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