HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640429Generated: October 29, 2026
Tetrahydrofuran → HCID 59255070, compound
https://huagongshe.com/reaction/640429
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Reactant | (4-(3-Fluoro-pyridin-2-yloxymethyl)-phenyl)acetohydroximoyl chloride | HCID 72262846 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59255070 | HCID 59255070 | 92% |
Reaction Steps
To a tetrahydrofuran (2 mL) solution of (4-(3-fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride (33 mg, 0.11 mmol) described in Manufacturing Example 149-1-4 were added 3-ethynyl-pyridin-2,6-diamine (10 mg, 75 μmol) described in Manufacturing Example 13-1-3 and triethylamine (21 μL, 0.15 mmol), which was stirred for 2 hours and 25 minutes at 50° C. and under nitrogen atmosphere. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (27 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07691882B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-232c99719ec9484a9652eaed7099325a |
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| Source note | uspto-grants-2010_04 |
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