Reference of 53554-20-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 53554-20-4, name is 6-Amino-2-chloronicotinonitrile, molecular formula is C6H4ClN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
A mixture of NMP (8mL), I2 (82.6mg, 0.33mmol), and Zn (809mg, 12.4mmol) was stirred at rt until the red colour of I2 disappeared (ca. 4min). Butyl-1-bromide (0.88mL, 8.14mmol) was added and the mixture was stirred at 80C for 3h. The mixture was cooled to rt and 38 (1.00g crude, max. 4.30mmol) and Pd2(PPh3)4 (150mg, 0.13mmol) were added, and the reaction mixture was stirred at rt for 1h. Sat. aq. NH4Cl (120mL) was added, and the mixture was extracted with EtOAc (2×120mL). The combined organic phase was washed with brine (120mL), dried over Mg2SO4, and evaporated under vacuum. Purification by FC (heptane/EtOAc 100:0 to 0:100) afforded the product with small impurities as light yellow solid (225mg, 29% over 2 steps). 1H NMR (CDCl3) delta 7.56 (d, J=8.5Hz, 1H), 6.35 (d, J=8.5Hz, 1H), 5.00 (b s, 2H), 2.83 (t, J=8.8Hz, 2H), 1.66-1.79 (m, 2H), 1.43 (sxt, J=7.3Hz, 2H), 1.20-1.35 (m, 3H, impurity), 0.97 (t, J=7.3Hz, 3H), 0.90 (t, J=6.7Hz, 2H, impurity). 13C NMR (CDCl3) delta 166.3, 159.7, 141.1, 135.1 (impurity), 127.6 (impurity), 118.5, 105.5, 96.6, 36.7, 31.8 (impurity), 31.4, 29.0 (impurity), 22.6 (impurity), 22.4, 14.1 (impurity), 13.8.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 53554-20-4, 6-Amino-2-chloronicotinonitrile.
Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem