Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Reactant | (6-Benzyl-pyridin-3-yl)-acetohydroximoyl chloride | HCID 72262889 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59255472 | HCID 59255472 | 80.2% |
Reaction Steps
To a tetrahydrofuran (5 mL) solution of 3-ethynyl-pyridin-2,6-diamine (20 mg, 0.15 mmol) described in Manufacturing Example 13-1-3 and 2-(6-benzyl-pyridin-3-yl)-acetohydroximoyl chloride (79 mg, 0.30 mmol) described in Manufacturing Example 210-1-7 was added triethylamine (46 mg, 0.45 mmol), which was stirred for 30 minutes at 50° C. The reaction solution was cooled to room temperature and partitioned into ethyl acetate and water. The organic layer was separated and concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate, then ethyl acetate:methanol=20:1) to obtain the title compound (43 mg, 80%).
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-9afd62ef7af34c898acfb9b4f32670f6 |
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| Source note | uspto-grants-2010_04 |
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