Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 2,4-Dichloropyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 3934-20-1, blongs to pyrimidines compound. HPLC of Formula: C4H2Cl2N2
To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis (triphenylphosphine) palladium (23 mg, 2 mol%) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at50 C for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried(MgS04). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl- pyrimidine to carry on. To a solution of intermediate 2 (20 mg, 0.039 mmol) in DMF (3 mL), NaH (3.9 mg of 60% dispersion in mineral oil, 0.0975 mmol) was added at0 C. The reaction mixture was then warmed to rt. and stirred for 1 hr. Then 2-chloro-4-phenyl- pyrimidine prepared above (18 mg as crude) was added. The reaction mixture was stirred at rt. for overnight. It was then quenched with water and extracted with EtOAc. The organic layer was separated, washed with brine and dried(MgS04). Evaporation of solvent gave yellowish oil which was then purified by Prep. HPLC to give a thick colorless oil as final product (Compound 335) as TFA salt. (5.5 mg, 18% yield) ‘H NMR (CD30D, 300 MHz) 0.92-1. 12 (m, 11 H). 1.25 (m, 2 H), 1.44 (dd, J=9. 2, 5.5 Hz,1 H), 1.89 (dd, J=8. 1,5. 5 Hz, 1H), 2.17-2. 37 (m, 2 H), 2.57 (m, 1 H), 2.95 (m,1 H), 3.52 (s, 3 H), 4.14 (m,1 H), 4.24-4. 38 (m, 2 H), 4.51 (m,1 H), 5.13 (d, J=10. 2 Hz,1 H), 5.31 (d, J=17. 2 Hz,1 H), 5.77 (m,1 H), 5.86 (s,1 H), 7.48-7. 60 (m,3 H), 7.66 (d, J=5.3 Hz, 1 H), 8.18 (m,2 H), 8.60 (d, J=5.1 Hz, 1 H). LC-MS (retention time: 1.947 min. ), MS m/z 669(MH+).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3934-20-1, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia