Related Products of 2854-16-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 2854-16-2 as follows.
Example 19N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1-methyl-1H-indol-5-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamideN-(2-Formyl-1-methyl-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (300 mg) obtained in Reference Example 10 and 1-amino-2-methylpropan-2-ol (143 mg) were suspended in NMP (3.0 mL), acetic acid (1.0 mL) was added at room temperature, and the mixture was stirred at the same temperature for 3 hr.Sodium triacetoxyborohydride (336 mg) was added, the mixture was stirred at room temperature for 90 hr, and diluted with ethyl acetate, and 2N aqueous sodium hydroxide solution (20 mL) was added at room temperature.The mixture was poured into THF-water, and the organic layer was washed twice with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure.The obtained solid was suspended in ethyl acetate, and the precipitate was collected by filtration, washed with ethyl acetate, and dried under reduced pressure to give the title compound (323 mg, yield 90percent) as a pale-brown solid.1H NMR (300 MHz, CDCl3) delta: 1.19 (6 H, s), 1.71 – 1.88 (1 H, m), 1.90 – 2.20 (3 H, m), 2.65 (2 H, s), 2.77 (1 H, br. s.), 3.78 (3 H, s), 3.80 – 3.90 (1 H, m), 3.90 – 4.01 (3 H, m), 4.04 (2 H, d, J=4.9 Hz), 4.31 (1 H, tt, J=7.0, 5.3 Hz), 6.38 (1 H, s), 7.01 (2 H, d, J=8.7 Hz), 7.24 – 7.29 (1 H, m), 7.30 – 7.36 (1 H, m), 7.75 (1 H, s), 7.86 (2 H, d, J=9.1 Hz), 7.88 (1 H, s).melting point: 188-190°Celemental analysis (C26H33N3O4)Calculated: C, 69.16; H, 7.37; N, 9.31.Found: C, 69.02; H, 7.47; N, 9.30.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2522657; (2012); A1;,
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