HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78188Generated: October 26, 2026
Tetrahydrofuran → 5-(3-(6-Phenoxy-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine
https://huagongshe.com/reaction/78188
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynylpyridin-2-amine | HCID 21954827 | — |
| Reactant | (2-Phenoxy-pyridin-5-yl)acetohydroximoyl chloride | HCID 72262860 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(3-(6-Phenoxy-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine | HCID 59255238 | 30.2% |
Reaction Steps
To a tetrahydrofuran (2 mL) solution of 5-ethynyl-pyridin-2-ylamine (30 mg, 0.25 mmol) described in Manufacturing Example 28-1-3 were added (2-phenoxy-pyridin-5-yl)-acetohydroximoyl chloride (100 mg, 0.381 mmol) described in Manufacturing Example 40-1-4 and triethylamine (70.8 μL, 0.508 mmol), which was stirred for 8 hours at 50° C. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate) to obtain the title compound (26 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08841327B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-fa32d548c8e749ad8364f01b482e1c8b |
|---|
| Source note | uspto-grants-2014_09 |
|---|