Adding a certain compound to certain chemical reactions, such as: 936841-69-9, 4-(Trifluoromethyl)picolinonitrile, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 936841-69-9, blongs to pyridine-derivatives compound. Computed Properties of C7H3F3N2
To 4-trifluoromemyl-2-pyridinecarbonitrile (262 mg, 1.52 mmol) was added a solution of sodium methoxide in methanol (0.1 M, 1.5 ml, 0.1 eq.) and the solution heated under nitrogen in a 40-45 C oil-bath for 105 min. A solution of 2-amino-4-(5′-(4″- methylpiperazin- 1 “-yl)benzimida7ol-2′-yl)aniline (295 mg, 0.92 mmol) in dry methanol (15 ml) and glacial acetic acid (0.18 ml, 3.1 mmol) was then added and the mixture gently refluxed under nitrogen for 19 h. After cooling the solvents were removed by rotary evaporator, the residue dissolved in water (10 ml) and basified to pH 8 with dilute ammonia solution (3.0 M). The oily precipitate was stirred for 40 min to give a friable light brown suspension that was centrifuged and the supernatant removed. Then solid was then treated with water (3 x 8 ml), followed by acetonitrile (3 x 4 ml) with centrifuging and removal of the supernatant between treatments. The remaining solid was dried under vacuum to give a dull yellow powder (358 mg). A portion of this material (250 mg) was dissolved in methanol (1-2 ml) and applied to a silica cartridge (KP-Sil 25g) and eluted with methanol to give 2-(5 ‘-(5”-(4’ ‘ ‘-methylpiperazin- 1 ‘ “-yl)ben/imidayol-2″- yl)benzimidaz»l-2’-yl)-4-(trifluoromemyl)pyridine as a yellow powder (236 mg, 77%), mp 203-208 C. nmr (400 MHz, dj-MeOH + 5 drops d-TFA) delta 3.01, s, 3H, 4″‘-MeN; 3.21, t (J =12.0 Hz), 2H, NCH2; 3.35, m (obs), NCH2; 3.68, d ( J = 12.0 Hz), 2H, NCH2; 3.96, d (J = 13.6 Hz), 2H, NCH2; 7.32, d (J = 2.0 Hz), 1H, H4″; 7.41, dd (J = 2.5, 9.2 Hz), 1H, H6″; 7.73, d (J = 8.8 Hz), 1H, H7″; 7.88, m, 1H, H5; 8.01, dd (J = 0.6, 8.6 Hz), 1H, H7′; 8.09, dd (J = 2.5, 8.8 Hz), 1H, H6′; 8.52, m, 1H, H4’; 8.66, s, 1H, H3; 9.05, d (J = 4.8 Hz), 1H, H6. ,3C nmr (125 MHz, dj-MeOH + 5 drops HOAc) delta 43.6, 4″‘-MeN; 49.4, C2″76″‘; 54.7, C3″75′”; 102.7, C4″; 115.4, 116.4, 116.8, 117.1, C4 C6″, C7 CT; 118.0, 121.2, C3, C5; 123.4, C6’; 124.1, q (‘JCF = 273 Hz), 4-F3C; 124.9, C5′; 134.6, C7a”; 139.2, C3a’ or C3a”; 140.3, d (2JCF = 34 Hz), C4; 140.5, C3a” or C3a’; 141.4, C7a’; 148.5, C5″; 150.2, C2; 152.2, C6; 152.7, 152.9, C2 C2″. MS (ESI +ve) m/z 478 (MH+, 100%). HRMS (ESI +ve) m/z 478.19599, C25H23F3N7 requires 478.19615 (Delta = 0.3 ppm).Cytotoxicity and radioprotection resultsC50 = 23.3PF = 63.8DMFm = 2.75DMF10 = 2.58
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936841-69-9, its application will become more common.
Reference:
Patent; PETER MACCALLUM CANCER INSTITUTE; MARTIN, Roger, Francis; WHITE, Jonathan; LOBACHEVSKY, Pavel; WINKLER, David; SKENE, Colin; MARCUCCIO, Sebastian; WO2011/123890; (2011); A1;,
Pyridine – Wikipedia,
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