Synthetic Route of 5177-27-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.
Tri(2-furyl)phosphine (36 mg, 0.16 mmol) and Pd2(dba)3 (20 mg, 0.020 mmol) were added to DMF (10 mL) under N2 at ambient temperature and stirred for 10 min. Subsequently, 2,4-dichloropyrimidine-5-amine (8d) (100 mg, 0.600 mmol) and (2-furyl)tributyltin (0.2 mL, 0.6 mmol) were added. The mixture was stirred at 60 C for 16 h, and evaporated in vacuo. The residue was dissolved in satd KF in THF (20 mL), stirred at ambient temperature for 16 h, and evaporated in vacuo. The residue was placed on top of a flash chromatography column and the product was purified by flash chromatography on silica gel eluting with EtOAc/CH2Cl2/hexane (5:8:12); yield 73 mg (61%), mp 169-170 C, yellow solid. 1H NMR (CDCl3, 500 MHz) delta 8.08 (s, 1H, H-4), 7.61 (dd, J=1.8, 0.7 Hz, 1H, H-5 in furyl), 7.31 (dd, J=3.6, 0.7 Hz, 1H, H-3 in furyl), 6.59 (dd, J=3.6, 1.8 Hz, 1H, H-4 in furyl), 4.71 (s, 2H, NH2); 13C NMR (CDCl3, 75 MHz) delta 152.4 (C-2 in furyl), 149.6 (C-2), 148.2 (C-4), 144.6 (C-5 in furyl), 141.3 (C-6), 135.1 (C-1), 113.9 (C-3 in furyl), 112.8 (C-4 in furyl); MS EI m/z (rel %) 197/195 (38/100, M+), 168 (19), 166 (49), 67 (3); HRMS (EI) calcd for C8H6ClN3O: 195.0199. Found 195.0197.
According to the analysis of related databases, 5177-27-5, the application of this compound in the production field has become more and more popular.
Reference:
Article; Read, Matthew L.; Krapp, Andreas; Miranda, Pedro O.; Gundersen, Lise-Lotte; Tetrahedron; vol. 68; 7; (2012); p. 1869 – 1885;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia