Uses
2,4-Dichloro-6-methylpyrimidine is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine.
General Description
2,4-Dichloro-6-methylpyrimidine undergoes double cross-coupling reaction with 2-(tributylstannyl)pyridine, followed by aldol condensation to yield 4-arylvinyl-2,6-di(pyridin-2-yl)pyrimidines. It reacts with 1
H,1
H,2
H,2
H-perfluorodecanethiol during fluorous synthesis of disubstituted pyrimidines.
Synthesis
Step 1. 2,4-Dichloro-6-methylpyrimidine (166-01) was prepared from 6-methylpyrimidine-2,4-diol (500 mg, 3.97 mmol) by reacting with phosphoryl chloride (4 mL) according to the literature procedure 49-01 to afford 540 mg of white solid product in 84% yield. Mass spectral analysis showed m/z: 164.7 [M + H]+.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1755 - 1757
[2] Molecules, 2012, vol. 17, # 4, p. 4533 - 4544
[3] Patent: WO2018/14802, 2018, A1. Location in patent: Paragraph 0472; 0473
[4] Organic and Biomolecular Chemistry, 2003, vol. 1, # 19, p. 3353 - 3361
[5] Journal of Heterocyclic Chemistry, 1987, vol. 24, # 1, p. 205 - 209
