HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77942Generated: October 29, 2026
Tetrahydrofuran → HCID 59255102, compound
https://huagongshe.com/reaction/77942
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridin-2-amine | HCID 12422526 | — |
| Reactant | (4-(4-Fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride | HCID 72262858 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59255102 | HCID 59255102 | 35.8% |
Reaction Steps
To a tetrahydrofuran (3 mL) solution of (4-(4-fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride (200 mg, 0.679 mmol) described in Manufacturing Example 59-1-5 and 3-ethynyl-pyridin-2-ylamine (50 mg, 0.423 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (237 μL, 1.7 mmol) at room temperature, which was stirred for 4 hours at 50° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=4:1-2:1-1:1) to obtain the title compound (57 mg, 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841327B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-41bf1f65d5c0403f8acb6928fc126651 |
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| Source note | uspto-grants-2014_09 |
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