Hydrochloric Acid → (1R)-1-[6-(Trifluoromethyl)(3-pyridyl)]ethylamine

HRID 1257517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1257517
CC(S([NH:7][C@@H:8]([C:10]1[CH:11]=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=1)[CH3:9])=O)(C)C.Cl>CO>[F:18][C:16]([F:17])([F:19])[C:13]1[N:12]=[CH:11][C:10]([C@H:8]([NH2:7])[CH3:9])=[CH:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 581035742-methyl-N-{(1R)-1-[6-(trifluoromethyl)-3-pyridinyl]ethyl}-2-propanesulfinamide

Produkt 1

HCID 55278063(1R)-1-[6-(Trifluoromethyl)(3-pyridyl)]ethylamineAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

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). MS191.2 (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).

Aufarbeitung

  1. concentrationthe mixture was concentrated to dryness
  2. customThe residue was recrystallized
  3. filtrationThe white solid was filtered
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-80b10afb57bd4cd395d297f67807f313
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461185B2

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