HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-(Quinolin-8-yl)ethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-(Pyridin-3-yl)ethan-1-amine | HCID 2771688 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 8-Acetylquinoline | HCID 12208789 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(Quinolin-8-yl)ethan-1-amine | HCID 12208793 | 98% |
Reaction Steps
The title compound was prepared by the same procedure for preparing 1-pyridin-3-yl-ethylamine from 1-quinolin-8-yl-ethanone (1.71 g, 10 mmol), 2 M ammonia solution in methyl alcohol, acetic acid (25 mL, 50 mmol, Aldrich) and sodium cyanoborohydride (2.5 g, 40 mmol, Aldrich). The title compound was purified by column chromatography (silica gel, ethyl acetate) in form as light yellow solid in 98% yield (1.68 g, 9.8 mmol). MS (ESI, pos. ion) m/z: 173.2 (M+1); MS (ESI, neg. ion) m/z: 171.0 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196102B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-6c88e2488ee445e799eac57301c7f3ce |
| Source note | uspto-grants-2007_03 |