Reference of 1539-42-0 , The common heterocyclic compound, 1539-42-0, name is Bis(pyridin-2-ylmethyl)amine, molecular formula is C12H13N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Di-(2-picolyl)amine (5.0 mmol, 900 muL)was dissolved in THF (10 mL). K2CO3 (20 mmol, 2.76 g) wasadded followed by dropwise addition of propargyl bromide (80% in toluene, 5.0mmol, 557 muL). The reaction mixture was stirred for 16 hrs before diluted withDCM. The diluted reaction mixture was filtrated through a pad of K2CO3under vacuum before concentrated. Compound 2was isolated in 96% yield from an alumina column elutedby EtOAc in DCM (0% – 40%). 1H-NMR(500 MHz, CDCl3, ppm) delta = 8.52(m, 2H), 7.62 (td, J = 2.0, 7.5 Hz, 2H), 7.47 (d, J= 8.0 Hz, 2H), 7.12 (td, J = 1.0, 5.0Hz, 2H), 3.88 (s, 4H), 3.37 (d, J =2.0 Hz, 2H), 2.27 (t, J = 2.5 Hz,1H); 13C-NMR (125 MHz, CDCl3,ppm) delta =153.6, 129.6, 83.6, 45.2, 34.6, 32.3, 26.5, 24.9.
The synthetic route of 1539-42-0 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Yao, Zi-Jian; Hong, Shibin; Zhang, Wei; Liu, Mengyan; Deng, Wei; Tetrahedron Letters; vol. 57; 8; (2016); p. 910 – 913;,
Pyridine – Wikipedia,
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