HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1R)-1-[6-(Trifluoromethyl)(3-pyridyl)]ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-methyl-N-{(1R)-1-[6-(trifluoromethyl)-3-pyridinyl]ethyl}-2-propanesulfinamide | HCID 58103574 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1R)-1-[6-(Trifluoromethyl)(3-pyridyl)]ethylamine | HCID 55278063 | 98.1% |
Reaction Steps
To a solution of 2-methyl-N-{(1R)-1-[6-(trifluoromethyl)-3-pyridinyl]ethyl}-2-propanesulfinamide (41.6 g, 141 mmol) in methyl alcohol (470 mL) at 0° C. was added hydrogen chloride (4.0 M in dioxane; 106 mL, 424 mmol). After 30 min, the mixture was concentrated to dryness. The residue was recrystallized using ethyl alcohol (15 mL) and ether (40 mL). The white solid was filtered and dried under reduced pressure to give the hydrochloride salt of the title compound (26.3 g). MS 191.2 (M+1). 1H NMR (500 MHz, CD3 OD): δ 8.83 (d, J=2.2 Hz, 1H); 8.17 (d, J=8.2 Hz, 1H); 7.93 (d, J=8.2 Hz, 1H); 4.69 (q, J=6.9 Hz, 1H); 1.70 (d, J=6.9 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247401B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-1c212d14c91d41b78e19463aa6e0b7f8 |
| Source note | uspto-grants-2012_08 |