HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891897Generated: October 26, 2026
Tetrahydrofuran → 5-(3-(6-Benzyloxy-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine
https://huagongshe.com/reaction/1891897
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynylpyridin-2-amine | HCID 21954827 | — |
| Reactant | (2-Benzyloxy-pyridin-5-yl)acetohydroximoyl chloride | HCID 72262842 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(3-(6-Benzyloxy-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine | HCID 59255166 | 12.9% |
Reaction Steps
To a tetrahydrofuran (7.00 mL) solution of (2-benzyloxy-pyridin-5-yl)-acetohydroximoyl chloride (191 mg, 0.690 mmol) described in Manufacturing Example 12-1-5 and 5-ethynyl-pyridin-2-ylamine (40.0 mg, 0.339 mmol) described in Manufacturing Example 28-1-3 was added triethylamine (142 μL, 1.02 mmol) under nitrogen atmosphere at room temperature, which was stirred for 3 hours at 60° C. Water was added to the reaction mixture 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=1:1→2:1) to obtain the title compound (15.7 mg, 12.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507530B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-0e6a4609e3c342398386486092f02080 |
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| Source note | uspto-grants-2013_08 |
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