Related Products of 104-52-9,Some common heterocyclic compound, 104-52-9, name is 3-Phenylpropyl Chloride, molecular formula is C9H11Cl, 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.
3-(3-phenylpropylamino)-7-(0-(( V-Boc)piperidin-4-ylmethoxy))quinazoline (58) To a solution of 43 (150mg; 42muiotaetaomicron1), K2C03 (115mg; 84mumol) in DMF (1.5mL) was added l-chloro-3-phenylpropane (129mg; 84mumol). The mixture was stirred at 65C overnight then was diluted with ethyl acetate. The organic phase was washed with water and brine and dried over sodium sulfate. The solvent was removed to afford 58 as a white powder 190mg; 40muiotaetaomicron1; 95%). 58 1H NMR (500MHz; DMSO) delta 8.31 (s, 1H, Hal), 8.05 (d, J=8.4Hz, 1H, Ha4), 7.31- 7.25 (m, 2H Hal3), 7.25-7.20 (m, 2H, Hal4), 7.17 (m, 1H, Hal5), 7.14-7.08 (m, 2H, Ha7 and Ha5), 4.08-3.92 (m, 5H, HNH and Hbl and Ha9), 2.78 (m, 2H, Hb4ax), 2.74 (t, J=8.5Hz, 2H, Hal l), 2.07-1.95 (m, 3H, Hb2 and HalO), 2.10-2.00 (brd, J=l lHz, 2H, Hb3eq), 1.40 (s, 9H, HBoc), 1.26-1.13 (m, 2H, Hb3ax). 13C NMR (125MHz, DMSO) delta 163.7 (Ca6), 160.2 (Ca2), 154.3 (CBoc), 150.6 (Ca8), 149.0 (Cal), 1421.4 (CBoc), 128.8 (Cal3), 128.6 (Cal4), 128.1 (Ca4), 126.3 (Cal5), 117.2 (Ca5), 115.4 (Ca3), 109.2 (Ca7), 78.9 (CBoc), 72.6 (Cbl), 46.1 (Ca9), 45.1 (Cb4), 35.6 (Cb2), 32.6 (Cal l), 30.7 (CalO), 28.6 (Cb3), 28.5 5 (CBoc). HRMS-ESI (m/z) calculated for CzsHssNsNaC^ [M+Na]+: 500.2520; Found: 500.2516.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Phenylpropyl Chloride, its application will become more common.
Reference:
Patent; PIERRE FABRE MEDICAMENT; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); HALBY, Ludovic; ARIMONDO, Paola Barbara; WO2015/40169; (2015); A1;,
Chloride – Wikipedia,
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