Continuously updated synthesis method about

Electric Literature of 21803-75-8, A common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, its 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 mixture of the product of step (a) (111 mg), Pd(OAc)2 (7 mg), BINAP (19 mg),cesium carbonate (120 mg) and 4-Amino-3-chloro-benzonitriIe (95 mg) in 15 ml toluene was reflaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE: EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE:EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE – THF). Yield 90 mg, 67 %. Finally, it was recrystallized from acetonitrile: water (1:1). Yield: 38 mg of colorless flakes.1H NMR (300 MHz3 CDC13, rt) delta 0.12 (m, 2H, CH2), 0.49 (m, 2H, CH2), 0.9 (m, IH, CH), 2.87 (dd, 2H, J= 5.7 Hz, J= 7.2 Hz, CH2) 4.735 (t, IH, J= 5.4 Hz, NH), 6.754 (s broad, IH, NH), 7.402 (d, IH, J= 8.7 Hz, ArH), 7.431 (dd, IH, J= 2.1 Hz, J= 8.6 Hz, ArH), 7.432 (dd, IH, J= 1.8 Hz, J= 8.7 Hz, ArH), 7.586 (d, IH, J= 1.8 Hz, ArH), 7.736 (d, IH, J= 1.8 Hz, ArH)3 and 8.21 (d, 2H, J= 8.7 Hz, ArH).MS: m/z 428.1 (M”)

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMOS CORPORATION; WO2008/75353; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts