Downstream synthetic route of 80945-86-4

80945-86-4 6-Bromo-2-chlorobenzothiazole 2049871, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80945-86-4,6-Bromo-2-chlorobenzothiazole,as a common compound, the synthetic route is as follows.

80945-86-4, To a solution of 4-(((ieri-butyldimethylsilyl)oxy)methyl)pyridin-2-amine (1.92 g, 8.0 mmol, 1 eq.) in anhydrous tetrahydrofuran (THF) (100 mL) was added NaH (2.25 g, 56.0 mmol, 7.0 eq) at 0 C, after stirring at room temperature for 30 min, a solution of 6-bromo- 2-chlorobenzo[J]fhiazole (2.0 g, 8.1 mmol, 1 eq) in THF (20 mL) was added dropwise. Then the reaction mixture was heated to 65 C for 2 hours. After cooling, water was added, the organic layer was separated and the aqueous was extracted with EtOAc, dried and concentrated to give 6-bromo-N-(4-(((ieri-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)benzo[ii?]thiazol-2- amine (1.5 g, 37 %) which was used directly without further purification. 1H NMR (500 MHz, CDC13) delta 8.03 (d, / = 9.0, 1H); 6.87 (d, J = 2.6, 1H); 6.64 (dd, = 9.0, 2.6, 1H); 4.58 (t, J = 5.2, 1H); 3.67 (s, 3H); 3.21 (td, 7 = 7.1, 5.2, 2H); 2.31 (t, / = 7.5, 2H); 1.70-1.59 (m, 4H); 1.46-1.29 (m 10H).

80945-86-4 6-Bromo-2-chlorobenzothiazole 2049871, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; LIGAND PHARMACEUTICALS INCORPORATED; HO, Koc-kan; DILLER, David; LETOURNEAU, Jeffrey, J.; MCGUINNESS, Brian, F.; COLE, Andrew, G.; ROSEN, David; VAN OEVEREN, Cornelis, A.; PICKENS, Jason, C.; ZHI, Lin; SHEN, Yixing; PEDRAM, Bijan; WO2012/68546; (2012); A1;,
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