Hydrochloric Acid → [8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-yl]-amine hydrochloric acid salt

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Reaction Steps

[8-(4-Methanesulfonyl-phenoxy)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-yl]-amine was synthesized from 2-chloro-8-(4-methanesulfonyl-phenoxy)-[1,2,4]triazolo[1,5-a]pyridine (0.100 g, 0.309 mmol) and 1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-ylamine (0.072 g, 0.402 mmol) in a manner analogous to Example 2d. The isolated pure product was treated with 2N hydrogen chloride in dioxane. [8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-yl]-amine hydrochloric acid salt was isolated as a tan solid (81 mg, 56%). MP=Softened at 146-149° C. then melted at 215-217° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 10.55 (brs, 1H), 9.45 (s, 1H), 8.66 (d, J=6.26 Hz, 1H), 7.89 (d, J=8.13 Hz, 2H), 7.82 (s, 1H), 7.48 (s, 2H), 7.46 (s, 1H), 7.22 (d, J=8.23 Hz, 2H), 7.02 (t, J=6.93 Hz, 1H), 4.48 (brs, 2H), 4.18 (brs, 3H), 3.585 (d, J=4.90 Hz, 2H), 3.43 (brs, 2H), 2.92 (brs, 2H), 1.95 (brs, 2H), 1.82 (brs, 2H). MS=468 (MH)+.

Provenance & Evidence