Share a compound : 4-Amino-2-picoline

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference of 18437-58-6, Adding some certain compound to certain chemical reactions, such as: 18437-58-6, name is 4-Amino-2-picoline,molecular formula is C6H8N2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 18437-58-6.

Et3N (275 mu, 1.983 mmol) was added to a mixture of intermediate 1-49 (290 mg, 0.693 mmol), Pd(OAc)2 (3 mg, 0.013 mmol), dppf (14 mg, 0.026 mmol), 4-amino-2-methylpyridine (71 mg, 0.661 mmol) in 1,4-dioxane (30 mL) was stirred under CO atmosphere (6 atm) at 90 C for 18h. The mixture was diluted with sat. sol. NaHCO3 and extracted with EtOAc. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane 0/100 to 90/10). The desired fractions were collected and the solvents concentrated in vacuo. The product was triturated with pentane to yield final compound Co. No. 84 (135 mg, 45%). 1H NMR (300 MHz, CDCl3) delta ppm 1.76 (d, J=6.5 Hz, 3 H) 2.53 (s, 3 H) 3.99 (dd, J=12.9, 7.6 Hz, 1 H) 4.26 (dd, J=12.9, 4.3 Hz, 1 H) 4.75 – 4.90 (m, 1 H) 6.63 (t, J=72.7 Hz, 1 H) 7.22 – 7.29 (m, 1 H) 7.33 (s, 1 H) 7.47 (d, J=5.6 Hz, 1 H) 7.50 (s, 1 H) 7.61 (d, J=8.7 Hz, 1 H) 8.32 (s, 1 H) 8.36 (d, J=5.6 Hz, 1 H) 12.08 (br. s., 1 H).

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; DELGADO-GONZALEZ, Oscar; ANDRES-GIL, Jose, Ignacio; TRABANCO-SUAREZ, Andres, Avelino; (183 pag.)WO2016/16380; (2016); A1;,
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