Electric Literature of 4461-39-6, 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. 4461-39-6, name is N-(2-Hydroxyethyl)-1,3-propanediamine. A new synthetic method of this compound is introduced below.
To a solution of 5-[[4-chloro-2-formyl-5-[[3-[3-[3-(4-hydroxy-l-piperidyl)propoxy]-2- methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile (300 mg, 468.63 pmol) in DMA (2 mL) was added 2-(3-aminopropylamino)ethanol (110.76 mg, 937.26 pmol), K2CO3 (80.96 mg, 585.79 pmol) and I2(356.83 mg, 1.41 mmol) at 0 C and the mixture was stirred at 0 C for 1 hr. The mixture was stirred at 25 C for 4 hr. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by prep-HPLC (column: Luna Cl 8 100*30 5p; mobile phase: [water(0.05%HCl)-ACN] ;B%: l5%-45%, lOmin). The residue was purified by prep-HPLC (column: Waters Xbridge Prep OBD Cl 8 150*30 10m; mobile phase: [water(l0mM NH4HC03)-ACN]; B%: 20%-45%, lOmin). 5-[[4- chloro-2-[l -(2-hydroxy ethyl)-5,6-dihy dro-4H-pyrimi din-2-yl]-5-[[3-[3-[3-(4-hy droxy-l- piperidyl)propoxy]-2-methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3- carbonitrile (16.21 mg, 4.50% yield) was obtained as a yellow solid. MS: m/z found 738.3[M+H]+; 1H NMR (400 MHz, DMSO-d6): d 9.01 (s, 1 H), 8.91 (s, 1 H), 8.31 (s, 1 H), 7.52-7.51 (m, 1 H), 7.30-7.16 (m, 4 H), 7.09-7.07 (m, 1 H), 6.97-6.94 (m, 1 H), 6.69-6.67 (m, 1 H), 5.35- 5.30 (m, 4 H), 4.53 (m, 2 H), 4.04-4.02 (m, 2 H), 3.33 (m, 2 H), 3.05 (m, 1 H), 2.67 (m, 4 H), 2.44-2.33 (m, 5 H), 2.04-1.82 (m, 12 H), 1.71-1.68 (m, 3 H), 1.40-1.35 (m, 2 H); 1H NMR (400 MHz, CD3OD): d 8.91-8.89 (m, 2 H), 8.26 (s, 1 H), 7.47-7.42 (m, 2 H), 7.26-7.08 (m, 4 H), 6.93- 6.91 (m, 1 H), 6.69-6.62 (m, 1 H), 5.39-5.32 (m, 4 H), 4.12-4.07 (m, 2 H), 3.62-3.30 (m, 7 H), 3.18-3.14 (m, 1 H), 2.85 (m, 2 H), 2.62-2.58 (m, 2 H), 2.21-1.87 (m, 15 H), 1.62-1.55 (m, 2 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4461-39-6, its application will become more common.
Reference:
Patent; ARBUTUS BIOPHARMA, INC.; BI, Yingzhi; DORSEY, Bruce D.; FAN, Yi; MOORE, Christopher Brooks; NGUYEN, Duyan; (169 pag.)WO2019/191624; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts