13534-99-1, A common compound: 13534-99-1, name is 2-Amino-3-bromopyridine,molecular formula is C5H5BrN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
Preparative Example 13 Step 1: 3-cyclopropylpyridin-2-amine To a solution of 3-bromopyridin-2-amine (10.0 g, 58.13 mmol) in toluene (100 mL) and water (10 mL) were added cyclopropylboronic acid (6.49 g, 75.57 mmol), tricyclohexylphosphine (1.63 g, 5.81 mmol), tri-potassium phosphate trihydrate (54 g, 0.2 mol) and palladium(II) acetate (652 mg, 2.91 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 90 ¡ãC for 16 h and subsequently concentrated to dryness in vacuo. The resulting viscous mass was diluted with water and extracted with ethyl acetate (3 x 150 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 10percent to 30percent ethyl acetate in hexane) affording 3- cyclopropylpyridin-2-amine (7.0 g, 90percent): lU NMR (400 MHz, Chloroform-d) delta 7.93 – 7.91 (m, 1H), 7.24 – 7.21 (m, 1H), 6.59 – 6.56 (m, 1H), 4.76 (s, 2H), 1.63 – 1.57 (m, 1H), 0.92 – 0.87 (m, 2H), 0.59 – 0.57 (m, 2H).
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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
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