HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78113Generated: October 29, 2026
Triethylamine → 3-(3-(4-Butoxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine
https://huagongshe.com/reaction/78113
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Reactant | (4-Butoxy-phenyl)-acetohydroximoyl chloride | HCID 72262872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-(4-Butoxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine | HCID 25114605 | 115.7% |
Reaction Steps
To a tetrahydrofuran (3 mL) solution of (4-butoxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.621 mmol) described in Manufacturing Example 67-1-4 and 3-ethynyl-pyridin-2,6-diamine (52.8 mg, 0.396 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (216 μL, 1.55 mmol). This mixture was stirred for 4 hours at room temperature. The mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and 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: heptane=1:1˜ethyl acetate) to obtain the title compound (155 mg, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08841327B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-b95ba80c0bd9462e8974a6719d4dca67 |
|---|
| Source note | uspto-grants-2014_09 |
|---|