Synthetic Route of 139512-70-2, A common heterocyclic compound, 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, molecular formula is C6H6ClFN2, 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.
Example 12; 5-[(E)-2-(5-Chloro-6-fluoro- lH-benzimidazol-2-yl)-vinyl]-2-(4-methyl-imidazol- 1 -yl)-phenol trifluoroacetate salt; (E)-3-[3-Methoxy-4-(4-methyl-imidazol-l-yl)-phenyl]-acrylic acid (100 mg, 0.39 mmol) and 4-fluoro-5- chloro-benzene-l,2-diamine (62 mg, 0.39 mmol) were added to a 4-mL vial. Polyphosphoric acid (~1 ml) was added, the vial capped with a septum cap, and the reaction mixture heated to 2000C for 3h.The reaction was quenched with water and the precipitated solid collected. The residue was purified by preparative etaPLC Reverse phase (C- 18), eluting with Acetonitrile/Water + 0.05% TFA, to give the product (14 mg) as a brown solid.1H (600 MHz, dmso-d6): 2.32 (s, 3H), 7.18 (d, J= 16.4 Hz, IH), 7.30 (d, J= 1.8 Hz, IH), 7.35 (dd, J=1.7, 8.2 Hz, IH), 7.54 (d, J= 8.2 Hz, IH), 7.60 (d, J= 9.4 Hz, IH), 7.64-7.68 (m, 1 H), 7.74-7.76 (m,2H), 9.33 (s, IH).LCMS (ESI): calcd for C19H14ClFN4O [M+H]+ 369.1, found 369.1
The synthetic route of 139512-70-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK & CO., INC.; WO2008/97538; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics