Application of 5177-27-5, 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.5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, molecular weight is 163.9927, as common compound, the synthetic route is as follows.
A mixture of Pd(OAc)2 (20 mg, 0.070 mmol), PPh3 (80 mg, 0.30 mmol), potassium (2-furyl)trifluoroborate (530 mg, 3.00 mmol), K2CO3 (340 mg, 2.46 mmol), and 2,4-dichloropyrimidine-5-amine (8d) (200 mg, 1.20 mmol) in EtOH (50 mL, 96%) was stirred at 80 C for 16 h under Ar, and evaporated in vacuo. The product was purified by flash chromatography on silica gel eluting with EtOAc/CH2Cl2/hexane (1:5:5); yield 220 mg (80%), mp 173-175 C (dec), yellow solid. 1H NMR (CDCl3, 300 MHz) delta 8.28 (s, 1H, H-4), 7.62 (dd, J=1.7, 0.8 Hz, 1H, H-5 in furyl), 7.53 (dd, J=1.7, 0.8 Hz, 1H, H-5 in furyl), 7.37 (dd, J=3.5, 0.8 Hz, 1H, H-3 in furyl), 7.12 (dd, J=3.5, 0.8 Hz, 1H, H-3 in furyl), 6.61 (dd, J=3.5, 1.7 Hz, 1H, H-4 in furyl), 6.50 (dd, J=3.5, 1.7 Hz, 1H, H-4 in furyl), 3.86 (br s, 2H, NH2); 13C NMR (CDCl3, 75 MHz) delta 153.3 (C-2 in furyl), 152.5 (C-2 in furyl), 148.7 (C-2, C-5, or C-6), 145.8 (C-4), 144.0 (C-5 in furyl), 143.8 (C-5 in furyl), 139.1 (C-2, C-5, or C-6), 134.1 (C-2, C-5, or C-6), 112.8 (C-3 in furyl), 112.4 (C-4 in furyl), 112.0 (C-4 in furyl), 110.4 (C-3 in furyl); MS EI m/z (rel %) 227 (100, M+), 198 (37), 171 (7), 114 (6), 78 (6); HRMS (EI) calcd for C12H9N3O2: 227.0695. Found 227.0694.
The chemical industry reduces the impact on the environment during synthesis 5177-27-5, I believe this compound will play a more active role in future production and life.
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