HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68663927, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | Ethyl 2-aminopyridine-4-carboxylate | HCID 7015521 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68663927 | HCID 68663927 | 85% |
Reaction Steps
To a solution of ethyl 2-aminoisonicotinate (4.50 g, 27.08 mmol) and triethylamine (9.0 mL, 64.93 mmol) in tetrahydrofuran (100 mL) was added 3-phenylpropanoyl chloride (8.3 mL, 56.11 mmol) at 0° C., and the resulting mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=95/5-0/100) and recrystallized from hexane/ethyl acetate to give the title compound (6.85 g, yield 85%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492378B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1cd089dabeab4907abd55fbb96b0bf8f |
| Source note | uspto-grants-2013_07 |