Synthesis and Crystal Structure of Methyl 3-(5-Bromo-1-ethyl-1H-indole-3-carbonyl)aminopropionate

Methyl 3-(5-bromo-1-ethyl-1H-indole-3-carbonyl)aminopropionate has been synthesized by the acylation of 5-bromo-3-trichloroacetylindole with beta-alanine methyl ester, followed by alkylation with ethyl iodide, in 82.6% yield. Its crystal structure was gotten and determined by X-ray diffraction method. The crystal is of monoclinic, space group P2(1)/c with a = 11.7927(8), b = 14.9342(8), c = 9.0060(5) angstrom, beta = 101.558(6)degrees, V = 1553.93(16) angstrom(3), Z = 4, D(c) = 1.510 g/cm(3), gamma = 0.71073 angstrom, mu(MoK alpha) = 2.656 mm(-1), Mr = 353.22 and F(000) = 720. The structure was refined to R = 0.0401 and wR = 0.0825 for 1704 observed reflections with I > 2 sigma(I). In the crystal structure, intermolecular N(2)-H(2)center dot center dot center dot O(1) hydrogen bond and weak intermolecular bonds (C(1)-H(1)center dot center dot center dot O(1) and C(10)-H(10B)center dot center dot center dot O(2)) are formed, and pi-pi stacking also exists.