Hydrochloric Acid → 2-[6-(Trifluoromethyl)pyridin-3-yl]propan-2-amine--hydrogen chloride (1/1)

Participants

Reaction Conditions

Reaction Steps

Dissolve 1-methyl-1-(6-trifluoromethyl-pyridin-3-yl)-ethylamine from Preparation F (1.0 g, 4.9 mmol) in acetone (10 mL) at ambient temperature and stir for 5 minutes. Add concentrated (12.18 N) hydrochloric acid (0.4 mL, 4.9 mmol) drop-wise with continued stirring, and observe the formation of a white solid. Cool the reaction mixture to 0° C. and continue stirring for 30 minutes. Filter the resultant solid and rinse with cold acetone (2 mL). Dry under vacuum at 40° C. to provide the titled compound (0.73 g, 62%) as a white solid: 1H NMR (400 MHz, DMSO-d6) δ 9.17 (s (br), 3H), 9.02 (d, 1H, J=2.4 Hz), 8.32 (dd, 1H, J=8.0, 2.0 Hz), 7.97 (d, 1H, J=8.4 Hz), 1.71 (s, 6H); 13C NMR (100 MHz, DMSO-d6) δ 148.0, 146.2 (q, JCF=34.0 Hz), 142.4 (d, JCF=0.8 Hz), 136.0, 121.9 (q, JCF=273 Hz), 120.8 (t, JCF=2.6 Hz), 54.9, 27.5.

Provenance & Evidence