2-CHLORO-4-BENZYLAMINO-5-METHYLPYRIMIDINE synthesis
- Product Name:2-CHLORO-4-BENZYLAMINO-5-METHYLPYRIMIDINE
- CAS Number:91396-13-3
- Molecular formula:C12H12ClN3
- Molecular Weight:233.7
Yield:91396-13-3 80%
Reaction Conditions:
with triethylamine in butan-1-ol at 110; for 2 h;
Steps:
14-1 Example 14-1. Preparation of 2-chloro-4-benzylmethylamino-5-methylpyrimidine
2,4-dichloro-5-methylpyrimidine (1 g, 6.13 mmol) was added to a round bottom flask and dissolved in n-butanol (30 mL), and then benzylamine (0.67 mL, 6.13 mmol) and triethylamine (2.57 mL, 18.4 mmol) were added thereto, followed by stirring at 110° C. for 2 hours.
After completion of the reaction, the solvent was removed by distillation under reduced pressure and water was added to the reaction mixture.
The resulting mixture was extracted with dichloromethane and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure.
The residue was purified by column chromatography (ethyl acetate:hexane, 1:1, v/v) to obtain a compound (1.15 g, 80%); 1H NMR (400 MHz, CDCl3) δ 1.99 (s, 3H), 4.70 (d, J=5.4 Hz, 2H), 4.98 (s, 1H), 7.30-7.39 (m, 5H), 7.83 (d, J=0.8 Hz, 1H); 13C NMR (400 MHz, CDCl3) δ 13.00, 45.29, 111.85, 127.87, 128.11, 128.87, 137.89, 155.01, 158.80, 162.06.
References:
US2019/315726,2019,A1 Location in patent:Paragraph 0187; 0188