HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78094Generated: October 29, 2026
Tetrahydrofuran → 3-(3-(4-(5-Methyl-furan-2-ylmethyl)-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine
https://huagongshe.com/reaction/78094
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Reactant | (4-(5-Methyl-furan-2-ylmethyl)-phenyl)acetohydroximoyl chloride | HCID 72262866 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(3-(4-(5-Methyl-furan-2-ylmethyl)-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine | HCID 59255344 | 76% |
Reaction Steps
To a mixture of (4-(5-methyl-furan-2-ylmethyl)-phenyl)-acetohydroximoyl chloride (11 mg, 0.043 mmol) described in Manufacturing Example 46-1-6 and tetrahydrofuran (1 mL) were added 3-ethynyl-pyridin-2,6-diamine (4.5 mg, 0.034 mmol) described in Manufacturing Example 13-1-3 and triethylamine (9.4 μL, 0.068 mmol), which was stirred for 3 hours at 40° C. Water was added thereto at the same temperature, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate: heptane=3:2) to obtain the title compound (9.2 mg, 76%).
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-86472e1dbb3d4e81b93ccff31d956d4e |
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| Source note | uspto-grants-2014_09 |
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