HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59255140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethynylpyridin-2-amine | HCID 12422526 | — |
| Reactant | (5-(4-Fluorobenzyl)-furan-2-yl)acetohydroximoyl chloride | HCID 72262865 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59255140 | HCID 59255140 | 6.1% |
Reaction Steps
To a tetrahydrofuran (3 mL) solution of 3-ethynyl-pyridin-2-ylamine (50 mg, 0.423 mmol) described in Manufacturing Example 1-2-3 and (5-(4-fluorobenzyl)-furan-2-yl)acetohydroximoyl chloride (181 mg, 0.677 mmol) described in Manufacturing Example 208-1-5 was added triethylamine (147 μL, 1.06 mmol), which was stirred for 19 hours at room temperature. The mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, 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:heptane=1:4 to 1:2) to obtain the title compound (9 mg, 6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841327B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c6dc913ff1944b779a09a034616de068 |
| Source note | uspto-grants-2014_09 |