Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 861673-68-9, name is 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine. A new synthetic method of this compound is introduced below., name: 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine
A solution of 2-(2-tert-butylphenoxy)pyridin-3-amine (342 mg, 1.41 mmol) in dry THF (5 mL) was cooled at 0 C. and treated successively with n-BuLi (1.6M, 0.89 mL, 1.42 mmol) and chloropyrazine (90 mg, 0.79 mmol). After stirring at 23 C. for 24 h, the reaction was diluted with AcOEt. The organic solution was washed with H2O, dried (MgSO4) and concentrated to give crude material. Purification by flash chromatography (silica, CH2Cl2) provided Example 216 (40 mg, 16%) as a yellow foam. (M+H)+=320; 1H NMR (400 MHz, CDCl3) delta ppm 1.43 (s, 9 H), 7.00 (dd, J=7.8, 1.3 Hz, 1 H), 7.04 (dd, J=8.1, 5.0 Hz, 1 H), 7.37 (dt, J=7.3, 1.3 Hz, 1 H), 7.25 (dd, J=7.9, 1.8 Hz, 1 H), 7.29 (bs, 1 H), 7.50 (dd, J=8.1, 1.8 Hz, 1H), 7.82 (dd, J=5.1, 1.8 Hz, 1 H), 8.11 (bs, 1 H), 8.24 (bs, 1 H), 8.84 (dd, J=8.1, 1.8 Hz, 1 H).
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Reference:
Patent; Sutton, James C.; Pi, Zulan; Ruel, Rejean; L’Heureux, Alexandre; Thibeault, Carl; Lam, Patrick Y. S.; US2006/173002; (2006); A1;,
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