HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78192Generated: October 26, 2026
Tetrahydrofuran → 5-(3-(6-(2-Fluoro-phenoxy)-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine
https://huagongshe.com/reaction/78192
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynylpyridin-2-amine | HCID 21954827 | — |
| Reactant | (6-(2-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride | HCID 72262887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(3-(6-(2-Fluoro-phenoxy)-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine | HCID 59255378 | 17% |
Reaction Steps
To a mixture of (6-(2-fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride (28 mg) described in Manufacturing Example 74-1-4 and tetrahydrofuran (1 mL) were added 5-ethynyl-pyridin-2-ylamine (9.0 mg, 0.076 mmol) described in Manufacturing Example 28-1-3 and triethylamine (21 μL, 0.15 mmol), which was stirred for 5 hours at 50° C. The reaction mixture was allowed to room temperature, water was added at the same temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate) to obtain the title compound (4.6 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08841327B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-ee1a8c9adfa64fdbb56f25a5e1d214a5 |
|---|
| Source note | uspto-grants-2014_09 |
|---|