41965-95-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, A new synthetic method of this compound is introduced below.
2-acetyl-10-[(3-chloro-4-methoxybenzyl)amino]-l,2,3,4- tetrahydrobenzo[b][l,6]naphthyridine-8-carbonitrile, H [00206] A mixture of 26 (0.14 mmol), 3-chloro-4-methoxybenzyl amine hydrochloride (0.70 mmol), TEA (0.70 mmol) and Nal (0.007 mmol) in NMP (2 mL) was heated to 130 C and stirred overnight. The mixture was diluted with CH2C12 (10 mL) and washed with H20 (2×10 mL) and brine (10 mL). The organic layers were dried over Na2S04, filtered and evaporated under reduced pressure. Flash Chromatography (AcOEt: MeOH 9: 1) gave the desired product (20%> yield). MS ESI (m/z) 421 (M+H)+; 1H NMR (300 MHz, CDC13) delta 8.34 (s, IH), 7.96 (d, IH, J=8.7 Hz), 7.73 (dd, lH, Ji=1.5, J2=9.0 Hz), 7.31 (d, 1H, J=2.1 Hz), 7.20 (dd, IH, Ji=2.1, J2=8.4 Hz) , 6.93 (d, IH, J=8.1 Hz), 4.70 (s, 2H), 4.64 (d, 2H, J=6.0 Hz), 4.42 (s, IH), 3.91 (s, 3H), 3.82 (t, 2H, J=6.0 Hz), 3.20 (t, 2H, J=6.0 Hz), 2.21 (s, 3H).
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Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LANDRY, Donald, W.; DENG, Shixian; FIORITO, Jole; ARANCIO, Ottavio; WASMUTH, Andrew; WO2015/9930; (2015); A2;,
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