HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70498679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | tert-Butyl 4-chloro-3-formylpyridin-2-ylcarbamate | HCID 46204204 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70498679 | HCID 70498679 | 15.4% |
Reaction Steps
tert-Butyl(4-chloro-3-formylpyridin-2-yl)carbamate (2.0 g, 7.79 mmol), 2-aminoethanol (0.57 g, 9.35 mmol), and AcOH (0.47 g; 7.79 mmol) were suspended in toluene (20 mL), and stirred overnight at room temperature. The reaction mixture was concentrated, and suspended in hexanes/ether (5/1, v/v). The resulting precipitate was filtered, suspended in NMP (3 mL) in 20 ml seal tube, and heated for 30 min. at 150° C. The crude product was purified directly via HPLC to provide 42 (270 mg, 10% yield) as a solid. LC-MS (M+H=226, obsd.=226).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569295B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-d9b9bceda64a4607917b6270c90f2013 |
| Source note | uspto-grants-2013_10 |