Sources of common compounds: 14394-70-8

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Application of 14394-70-8 ,Some common heterocyclic compound, 14394-70-8, molecular formula is C5H6ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

[0460] A mixture of 3-bromopyridine (379 mg, 2.4 mmol), 4-amino-2-chloro-5- methylpyrimidine (287 mg, 2.0 mmol), Pd2(dba)3 (18 mg, 0.02 mmol), xantphos (23 mg, 0.04 mmol) and cesium carbonate (975 mg, 3.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1 h under argon. The solvent was removed and the residue on purification by HPLC gave an intermediate, 2-cliloro-5-methyl-iV-(rhoyridin-3-yl)pyrimidin-4-amine as yellow solid (252 mg, 57%). For second Buckwald, a mixture of 2-chloro-5-methyl-iV-(pyridin-3- yl)rhoyrimidin-4-amine (80 mg5 0.36 mmol), 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (74 mg, 0.34 mmol), Pd2(dba)3 (3.2 mg, 0.003 mmol), xantphos (4.2 mg, 0.007 mmol) and cesium carbonate (234 mg, 0.72 mmol) in dioxane ( 5 mL) was heated under refluxed for 1 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as light brown solid (28 mg, 20%).[0461] 1H NMR (500 MHz, DMSOd6): 8 1.85-1.95 (m, 2H), 2.0-2.09 (m, 2H)3 2.18 (s, 3H), 3.09-3.18 (m, 2H), 3.55-3.65 (m, 4H), 4.27 (dd, J= 5.2, 4.7 Hz, 2H), 6.94 (d, J= 8.9 Hz, 2H), 7.35 (d, J= 8.9 Hz, 2H), 7.50 (dd, J= 8.2, 4.8 Hz, lH),7.92-7.96 (m, IH), 8.08-8.15 (m, IH), 8.45 (dd, J= 4.8, 1.4, IH), 8.84, 9.75, 9.85, 10.24 (4 br s, IH each). MS (ES+): m/z 329 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia