Electric Literature of 144851-82-1,Some common heterocyclic compound, 144851-82-1, name is Methyl 2-amino-3-fluorobenzoate, molecular formula is C8H8FNO2, 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.
A suspension of methyl triphenylphosphonium bromide (2.4 eq) and sodium amide (3.2 eq) in toluene (0.1 M) was stirred at RT for 3 h. After cooling down to 00C, a solution of Dl in toluene (0.1 M) was added to the suspension and the reaction mixture was heated to 500C for 3 h. 30 min. Then, The precipitate was filtered off and the solvent was evaporated under reduced pressure giving a crude that was purified by flash chromatography on silicagel, using AcOEt/PE (7:3) as solvent, affording the title compound as a yellow powder.1U NMR (500 MHz, CDCl3) delta: 7.78-7.68 (m, 6H), 7.62-7.54 (m, 3H), 7.52-7.45 (m, 7H), 6.97-6.89 (m, IH), 6.56-6.48 (m, IH), 5.76 (bs, 2H), 4.32-4.20 (m, IH). MS (ES) C26H2iFNOP requires: 413, found: 414 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-amino-3-fluorobenzoate, its application will become more common.
Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
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