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. 1597-33-7, name is 2-Fluoropyridin-3-amine. A new synthetic method of this compound is introduced below., name: 2-Fluoropyridin-3-amine
A solution of 2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzoic acid (may be prepared as described in Description 79; 0.12 g, 0.34 mmol), EDC (0.16 g, 0.84 mmol) and HOBT (0.13 g, 0.84 mmol) in dimethy.formamide (2 ml) was stirred in air at room temperature for 1 h. 2-Fluoropyridin-3-amine (0.04 g, 0.37 mmol) was then added in one charge. The reaction mixture was stirred at 25 C overnight. Another batch of HOBT (0.13 g, 0.84 mmol), EDC (0. 61 g, 0.842 mmol) and 2-fluoropyridin~3-amine (0.04 g, 0.37 mmol) was added into the mixture and heating was continued at 40C for 38 hours. The reaction mixture was diluted with water (30 ml) and extracted with ethyl acetate (60 ml x 3). The organic phases were combined, washed with brine (50 ml x 3), dried over anhydrous MgS04l and concentrated. The residue was purified by chromatography (silica gel, 40 g, eluent: dichloromethane/methanol=50:1 , 1L). The solid was washed by methanol (3 ml x 2) and dried in vacuo to yield the title compound as a grey solid. 31 mg.1HNMR (400 MHz, DMSO-d6): 10.31 (s, 1 H), 8.64-8.61 (m, 3H), 8.26(d, 1 H, J=2.0), 8.04 (dd, 1H, J=2.4, 9.2), 7.97 (d, 1 H, J=4.8), 7.74 (dd, 2H, J=1.6, 4.8), 7.56 (d, 2H, J=7.2), 7.50(d,1 H, J=8.8), 7.43-7.36 (m, 4H), 5.42 (s, 2H).MS (electrospray): m/z [M+H]+ = 400.0
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Reference:
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
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