HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78100Generated: October 30, 2026
Tetrahydrofuran → HCID 57626339, compound
https://huagongshe.com/reaction/78100
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Reactant | (6-(4-Fluoro-benzyloxy)-pyridin-3-yl)acetohydroximoyl chloride | HCID 72262905 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57626339 | HCID 57626339 | 76.5% |
Reaction Steps
To a tetrahydrofuran (10.0 mL) solution of (6-(4-fluoro-benzyloxy)-pyridin-3-yl)-acetohydroximoyl chloride (133 mg, 0.450 mmol) described in Manufacturing Example 58-1-5 and 3-ethynyl-pyridin-2,6-diamine (30.0 mg, 0.225 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (94.1 μL, 0.675 mmol), which was stirred for 3 hours at room temperature. Water was added to the reaction solution at room temperature, which was 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=3:1) to obtain the title compound (67.4 mg, 76.5%).
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-7fb8e88c72f846fb800b1c83a71b7dc7 |
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| Source note | uspto-grants-2014_09 |
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