HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-amino-2-methylpropanoate → 3-(4-Methoxy-quinolin-2-ylamino)-2-methyl-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-amino-2-methylpropanoate | HCID 10486829 | — |
| Reactant | 1,1,1-Trifluoromethanesulfonic acid 4-methoxyquinolin-2-yl ester | HCID 23525635 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(4-Methoxy-quinolin-2-ylamino)-2-methyl-propionic acid methyl ester | HCID 69837131 | 42% |
Reaction Steps
A solution of 1,1,1-trifluoromethanesulfonic acid 4-methoxyquinolin-2-yl ester [from Example 1b] (2.03 g, 6.61 mmol) and 3-amino-2-methyl-propionic acid methyl ester (1.5 eq, 1.52 g, 9.91 mmol) in acetonitrile (25 mL) was heated at reflux for five days. It was cooled to room temperature and evaporated to an oil. The crude product was purified via column chromatography on silica (1:1 ethyl acetate/hexane) to give the product (0.75 g, 42%) as an orange oil. [M+H]+ 275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818655B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-58ec150cafc145d59574ae66d93d4135 |
| Source note | uspto-grants-2004_11 |