Reference of 16019-31-1 ,Some common heterocyclic compound, 16019-31-1, molecular formula is C7H6Cl2N2, 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.
General procedure: Ingenol-5,20-acetonide (0.13 mmol) dissolved in DMF (0.3 ml) was added a heteroaryl halide (0.65 mmol) and caesium carbonate (0.26 mmol). The mixture was stirred at 60 C. for 1 hour. After cooling to r.t. the mixture was partitioned between diethylether (2 ml) and saturated aq. sodium hydrogencarbonate (0.5 ml). The ether phase was isolated, dried over sodium sulphate and concentrated in vacuo. The residue was purified by flash chromatography (heptane?heptane/ethyl acetate 7:3), giving the title compound as a white solid. Compound 204 was prepared according to Procedure a. Starting material: 5-Allyl-4,6-dichloro-pyrimidine. 1H NMR (300 MHz, CDC13) oe 8.38 (s, 1H), 6.14-6.13 (m, 1H), 6.03 (s, 1H), 5.92-5.77 (m, 2H), 5.10-5.02 (m,2H), 4.27-4.10 (m, 3H), 4.06 (t, 1H), 3.56 (s, 1H), 3.46 (dt,2H), 2.67-2.61 (m, 1H), 2.28-2.19 (m, 1H), 1.80 (d, 3H),1.79-1.70 (m, 1H), 1.47 (s, 3H), 1.45 (s, 3H), 1.07 (s, 3H),1.05 (s, 3H), 1.02 (d, 3H), 0.94-0.86 (m, 1H), 0.74-0.66 (m,1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16019-31-1, its application will become more common.
Reference:
Patent; LEO LABORATORIES LIMITED; Liang, Xifu; Hoegberg, Thomas; N°rremark, Bjarne; Mansson, Kristoffer; Ryttersgaard, Carsten; Grue-S°rensen, Gunnar; US2015/175622; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia