HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Methyl-1-phenyl-2-(pyridin-2-yl)propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropyl Acetate | HCID 7915 | — |
| Reactant | 2-Methyl-1-phenyl-2-(pyridin-2-yl)propan-1-amine | HCID 46829614 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-Methyl-1-phenyl-2-(pyridin-2-yl)propan-1-one | HCID 59407464 | — |
| Product | (S)-2-methyl-1-phenyl-2-(pyridine-2-yl)propan-1-amine | HCID 59407467 | — |
Reaction Steps
(S)-2-methyl-1-phenyl-2-(pyridin-2-yl)propan-1-amine is prepared starting from racemic 2-methyl-1-phenyl-2-(pyridin-2-yl)propan-1-amine using chiral SFC chromatography. This oil is dissolved in isopropyl acetate and a solution of 5-6 N HCl in isopropyl alcohol is added. The mixture is concentrated, and triturated in ether to yield 4 as a white solid. M.p.=188° C. 1HNMR (300 MHz, CD3OD): δ 1.59 (s, 3H), 1.76 (s, 3H), 5.09 (s, 1H), 7.25-7.28 (m, 2H), 7.38-7.40 (m, 3H), 8.00 (t, J=6.6 Hz, 1H), 8.11 (d, J=6.9 Hz, 1H), 8.56 (t, J=7.8 Hz, 1H), 8.77 (d, J=5.7 Hz, 1H). MS: m/z 227.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013165B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-17b23bd2947844a18f5181c0f693c2c3 |
| Source note | uspto-grants-2011_09 |