Hydrochloric Acid → HCID 46893052, compound

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Reaction Steps

A mixture of 6-[2-(2-chlorophenyl)-5-(4-phenoxyphenyl)pyrrol-1-ylmethyl]pyridin-2-ylamine (0.071 g, 0.16 mmol) and HCl (0.16 mL of a 1.0 M solution in diethyl ether, 0.16 mmol) in ethanol (3 mL) was stirred at room temperature for 8 h. The mixture was concentrated and purified by trituration with ether to afford the title compound, (0.060 g, 78%) as a pale yellow solid: Rf 0.22 (1:3 ethyl acetate/hexanes); mp 145-148° C.; 1H NMR (300 MHz, CD3OD) δ 7.64 (dd, J=7.4, 1.4 Hz, 1H), 7.48 (d, J=7.4 Hz, 1H), 7.40-7.27 (m, 7H), 7.13 (t, J=7.4 Hz, 1H), 7.02-6.98 (m, 4H), 6.68 (d, J=8.8 Hz, 1H), 6.39 (d, J=3.6 Hz, 1H), 6.34 (d, J=3.6 Hz, 1H), 5.86 (d, J=7.3 Hz, 1H), 5.14 (s, 2H); IR (ATR) 3081, 1660, 1481, 1231 cm−1; ESI MS m/z 452 [C28H22ClN3O+H]+; HPLC (Method 1) 98.6% (AUC), tR=14.99 min. Anal. Calcd for C28H22ClN3O.HCl.0.25H2O: C, 68.23; H, 4.60; N, 8.52. Found: C, 68.29; H, 4.79; N, 8.34.

Provenance & Evidence