The origin of a common compound about 2,4-Dichloropyrimidine

The synthetic route of 3934-20-1 has been constantly updated, and we look forward to future research findings.

Application of 3934-20-1 , The common heterocyclic compound, 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

To a solution of 2, 4-dichloro-pyrimidine (5. 00 g) in THF (50 mL) was added 70% aqueous EtNH2 (5.40 g). The mixture was stirred at ambient temperature for 1 hr and concentrated under reduced pressure. The residue was dissolved in CHCl3 and the solution was poured into saturated aqueous NaHC03. The two layers were separated and the aqueous layer was extracted with CHC13 (twice). The combined organic layer was dried over MgS04, filtered, concentrated under reduced pressure, and purified by flash chromatography (silica gel, 17% to 50% EtOAc in hexane) to give (2-chloro-pyrimidin-4- yl) -ethyl-amine (3.69 g) and (4-chloro-pyrimidin-2-yl)-ethyl-amine (1.28 g). (2-chloro-pyrimidin-4-yl)-ethyl-amine ; ESI MS m/e 157, M ;’H NMR (500 MHz, CD13) 8 1.26 (t, J= 7.3 Hz, 3 H), 3.16-3. 62 (m, 2 H), 4.80-5. 95 (m, 1 H), 6.23 (d, J= 5.8 Hz, 1 H), 8.02-8. 22 (m, 1 H). (4-chloro-pyrimidin-2-yl)-ethyl-amine ; CI MS m/e 158, M + H+ ;’H NMR (500 MHz, CDCIs) 8 1.23 (t, J= 7.5 Hz, 3 H), 3.42- 3.49 (m, 2 H), 5.30-5. 62 (m, 1 H), 6.54 (d, J= 5.2 Hz, 1 H), 8.02-8. 22 (m, 1 H).

The synthetic route of 3934-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia