Application of 2613-34-5,Some common heterocyclic compound, 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, molecular formula is C6H4ClF2N, 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.
4-(isopropylsulfamoyl)-1-methyl-pyrrole-2-carboxylic acid (250 mg, 1.02 mmol was dissolvedin CH3CN (15 mL). Triethylamine (0.56 mL), 3 -chloro-2,4-difluoroaniline (183 mg, 1.12 mmol) and HATU (463 mg, 1.22 mmol) were added. The reaction mixture was stirred at room temperature for 1 h, next at 50C for 80 h and then for 24 h at 75C. The solution was allowed to cool down. The solvent was evaporated leaving a yellow oil which was dissolved in CH2C12/MeOH (2 mL, 95:5) and purified by Flash Chromatography on silica using a gradient ofEtOAc-heptane 0/100 to 100/0]. The desired fractions were combined and the solvent was evaporated leaving a brown stable foam which was dissolved in a boiling mixture of of diisopropyl ether (3 mL) and CH3CN (0.5 mL). The solution was allowed to cool while stirring. The precipitate was filtered off, washed once with its own filtrate and with of diisopropyl ether (2 mL). The product was collected as a white solid and dried in vacuo at 50C, resulting incompound 172 (60 mg). Method B: Rt: 0.98 mm mlz: 390.1 (M-H) Exact mass: 391.06. ?H NMR (360 MHz, DMSO-d6) oe ppm 1.02 (d, J=6.6 Hz, 6 H), 3.26 (dd, J=13.4, 6.8 Hz, 1 H), 3.89 (s, 3 H), 7.25 (d, J=6.6 Hz, 1 H), 7.28 – 7.39 (m, 2 H), 7.48 – 7.59 (m, 2 H), 10.16 (s, 1 H).
The synthetic route of 2613-34-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
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