A new synthetic route of 83004-10-8

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. 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 83004-10-8 ,Some common heterocyclic compound, 83004-10-8, molecular formula is C6H5Br2N, 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.

Synthesis of N-((6-Bromopyridin-2-yI)methyl)-N-(1-isopropylpiperidin-4-yI)-4-(4-(trifluoromethyl)phenyl)pyrimidin-2-amineTo an ice-cooled solution of (1 -isopropyl-piperid in-4-yl)-[4-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-amine (1.00 g, 2.74 mmol, 1.0 eq.) in DMF (15 mL), sodium hydride 60%dispersion in mineral oil (154 mg, 3.84 mmol, 1.4 eq.) was added. The resulting orange mixture was stirred at r.t. for 2 hours. Then a solution of 2-bromo-6-(bromomethyl)pyridine (757 mg, 3.02 mmol, 1.1 eq.) in DMF (5 mL) was added dropwise and the mixture was stirred at 60 C for 18 hours. The mixture was cooled to 0 C and sodium hydride 60%dispersion in mineral oil (77 mg, 1.92 mmol, 0.7 eq.) was added. The resulting orange mixture was stirred at r.t. for 2 hours. Then a solution of 2-bromo-6-(bromomethyl)pyridine (378 mg, 1.51 mmol, 0.55 eq.) in DMF (2 mL) was added dropwise and the mixture was stirred at 60 C 4 hours. The reaction mixture was quenched with sat. aq. Na2CO3 solution. The mixture was extracted with DCM. The comb. org. phases were washed with water, sat.aq. NaCI soln., dried over MgSO4, and concentrated in vacuo. The residue was purified by flashmaster (column: 50 g, flow: 40 mL/min, 35 fractions of 45 mL, Hept/AcOEt-NEt3 (10% NEt3) 95:5 to Hept/AcOEt-NEt3 (10% NEt3) 1:1) to afford the title compound as an orange oil.LC-MS 4: tR = 0.82 mm; [M+H] = 534.2

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. 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CIANA, Claire-Lise; KIMMERLIN, Thierry; SIEGRIST, Romain; WO2015/28989; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem