HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405747Generated: October 25, 2026
Picolinic acid → 3-(4-(3-Methoxyphenoxy)phenyl)pyridin-2-amine
https://huagongshe.com/reaction/1405747
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Benzene, 1-iodo-3-methoxy- | HCID 69839 | — |
| Reactant | 4-(2-Aminopyridin-3-yl)phenol | HCID 66748477 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-(4-(3-Methoxyphenoxy)phenyl)pyridin-2-amine | HCID 66748860 | 44.5% |
Reaction Steps
Copper(I) iodide (102 mg) was added to a mixture of picolinic acid (66.1 mg), 4-(2-aminopyridin-3-yl)phenol (500 mg), tripotassium phosphate (1710 mg), 1-iodo-3-methoxybenzene (754 mg) and DMSO (8 mL). The mixture was stirred at 120° C. under nitrogen for 6 hr. The insoluble material was removed by silica-filtration with EtOAc, and the filtrate was extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane) to give the title compound (349 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916551B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-758557ef05334d8290e1f86ba99a6b84 |
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| Source note | uspto-grants-2014_12 |
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