HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77937Generated: October 29, 2026
Tetrahydrofuran → HCID 44159841, compound
https://huagongshe.com/reaction/77937
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridin-2-amine | HCID 12422526 | — |
| Reactant | (6-(4-Fluoro-benzyloxy)-pyridin-3-yl)acetohydroximoyl chloride | HCID 72262905 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 44159841 | HCID 44159841 | 22.2% |
Reaction Steps
To a tetrahydrofuran (10.0 mL) solution of (6-(4-fluoro-benzyloxy)-pyridin-3-yl)-acetohydroximoyl chloride (150 mg, 0.508 mmol) described in Manufacturing Example 58-1-5 and 3-ethynyl-pyridin-2-ylamine (30.0 mg, 0.254 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (106 μL, 0.762 mmol) at room temperature, which was stirred for 4 hours at 60° 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 (ethyl acetate:heptane=1:2) to obtain the title compound (21.2 mg, 22.2%).
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-7577968a0f1f484e86e67570804c3838 |
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| Source note | uspto-grants-2014_09 |
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