2-(3-BROMOPHENYL)-6-(TRIFLUOROMETHYL)PYRAZOLO[1,5-a]PYRIDINE

2-(3-BROMOPHENYL)-6-(TRIFLUOROMETHYL)PYRAZOLO[1,5-a]PYRIDINE

The pyrazolo[1,5-a]pyridine (4) exhibits the following characteristics:

mp 59-60 °C;

IR (film) cm^-1 1647, 1460, 1334, 1321, 1157, 1112, 1076, 1052;

TLC: R_f = 0.38 (silica gel, 4:1 hexanes:ethyl acetate);

¹H NMR pdf (400 MHz, DMSO-d₆)

δ: 7.24 (s, 1 H), 7.35 (d, 1 H, J = 9.2 Hz), 7.39 (t, 1 H, J = 8.0 Hz), 7.54 (d, 1 H, J = 8.0 Hz), 7.81 (d, 1 H, J = 9.2 Hz), 7.95 (d, 1 H, J = 8.0 Hz), 8.12 (m, 1 H), 9.26 (s, 1 H);

¹³C NMR pdf (100 MHz, DMSO-d₆)

δ: 96.3, 115.3 (q), 119.7, 122.7, 122.7, 125.4, 125.6, 128.5 (q), 129.1, 131.4, 132.1, 134.7, 142.1, 153.6;

¹⁹F NMR pdf (376 MHz, DMSO-d₆) δ: -59.73;

LRMS (ESI) m/z (%): 341 (100), 342 (25), 343 (83), 344 (17);

HRMS (FAB) m/z M⁺ calcd for C₁₄H₈BrF₃N₂: 339.9823 found: 339.9827.

Anal. Calc for C₁₄H₈BrF₃N₂: C, 49.29; H, 2.36; N, 8.21. Found: C, 49.26; H, 2.33; N, 8.11.

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