With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.105752-11-2, name is 3-Amino-4-iodopyridine, molecular formula is C5H5IN2, molecular weight is 220.0111, as common compound, the synthetic route is as follows.Formula: C5H5IN2
To a mixture of 4-iodopyridin-3-amine (40 g, 182 mmol) and ethyl acrylate (27 g, 272 mmol) in DMF (300 mL), DIPEA (28 g, 218 mmol) was added. Then Pd(OAc)2 (4 g, 18 mmol) and P(o-tol)3 (11 g, 36 mmol) were added quickly under N2 atmosphere. The mixture was stirred at 85 C for 12 h under N2 atmosphere. After cooling down, the solvent was removed under reduced pressure. The residue was purified by silica gel column (DCM/ MeOH = 20/1) to give ethyl (E)-3-(3-aminopyridin-4-yl)acrylate (20 g, yield: 57%) as a yellow oil. ESI-MS (M+H): 193.1. ?H NMR (400 MHz, CDC13) (5: 8.15 (s, 1H), 8.02-7.98 (m, 1H), 7.72 (d, J= 16.4 Hz, 1H), 7.18 (d, J= 5.2 Hz, 1H), 6.48 (d, J= 16Hz, 1H), 4.27 (q, J= 7.2 Hz, 2H), 4.07 (s, 2H), 1.34 (t, J= 7.2Hz, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,105752-11-2, 3-Amino-4-iodopyridine, and friends who are interested can also refer to it.
Reference:
Patent; BIOGEN MA INC.; CAPACCI, Andrew, George; DECHANTSREITER, Michael; ENYEDY, Istvan; JONES, John, H.; LIN, Edward, Yin-Shiang; LUCAS, Brian, Stuart; MA, Bin; (273 pag.)WO2018/140876; (2018); A1;,
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