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.45588-79-2, name is 4-(Aminomethyl)pyrimidine, molecular formula is C5H7N3, molecular weight is 109.1292, as common compound, the synthetic route is as follows.category: pyrimidines
General procedure: Intermediate 1-2-1 Preparation of 4,4-dimethyl-6-oxo-N-phenyl-2-[(pyrimidin-4-ylmethyl)amino]cyclohex-1-ene-1-carbothioamideSynthesized according to Method B1. Intermediate 1 -1 -1 (906 mg) gave the desired product (500 mg, 34%) and 6,6-dimethyl-3-(phenylamino)-2-(pyrimidin-4-yl)-1 ,5,6,7- tetrahydro-4H-indol-4-one (34 mg, 6% Example 5) after preparative HPLC (XBrigde C18 5muetaiota 100×30 mm, Solvent: A = H20 + 0.2% Vol. NH3 (32%), B = Acetonitrile, 33% B in A to 56% in A over 5.5 min, flow: 70ml_/min). 1 H NMR (300 MHz, DMSO-d6) delta [ppm]= 0.90 – 1 .07 (m, 6 H) 2.39 (s, 2 H) 2.62 – 2.79 (m, 2 H) 4.96 (d, 2 H) 7.17 – 7.28 (m, 1 H) 7.39 (t, 2 H) 7.47 (d, 2 H) 7.55 (d, 1 H) 8.83 (d, 1 H) 9.18 (s, 1 H) 14.00 (br. s., 1 H) 14.58 (br. s., 1 H)Method B1 Preparation of 2-(amino)-6-oxocyclohex-1 -ene-1 -carbothioamides (Formula 1- 2)mixture of the 2-hydroxy-6-oxocyclohex-1 -ene-1 -carbothioamides (Formula 1 -1 ) and the 4-aminomethylheterocycle (Reagent B) was heated under an Argon atmospshere in either EtOH, EtOAc or DMSO optionally using 4A molecular sieves to remove water from the reaction mixture. The reaction was concentrated and purified either column chromatography or preparative HPLC.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,45588-79-2, 4-(Aminomethyl)pyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia