Related Products of 6331-71-1, A common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, molecular formula is C9H12N2O, 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.
The triflate E-7c (22.1 mg, 0.05720 mmol, 1.0 eq) was combined with 4-(amino)-N,N- dimethyl benzamide (11.27 mg, 0.06864 mmol, 1.2 eq), palladium(II)acetate (1.28 mg, 0.005720 mmol, 0.1 eq), Xantphos (6.62 mg, 0.01144 mmol, 0.2 eq) and potassium carbonate (180.9 mg, 1.1440 mmol, 20 eq). To this was added degassed 1,4-dioxane (3.0 mL). The vessel was then sealed, evacuated, and flushed with N2. The reaction was heated to 100 0C and stirred for 18 hours. The reaction was then cooled. The solvent was removed under reduced pressure. The residue was taken up in 4 mL of methanol and filtered through a 0.45 micron syringe filter. Purification by reverse phase preparatory HPLC provided Compound [103]. Data for Compound [103]: LCMS m/e 401; 1H NMR (400 MHz, Methanol-^) delta ppm 1.72 (s, 3 H), 1.76 (s, 3 H), 3.14 (s, 6 H), 5.10 – 5.19 (m, 1 H), 7.40 – 7.46 (m, 1 H), 7.46 – 7.53 (m, 2 H), 7.81 – 7.91 (m, 2 H), 8.34 – 8.44 (m, 1 H), 8.47 – 8.57 (m, 1 H), 9.11 – 9.18 (m, 2 H), 9.37 – 9.45 (m, 1 H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; BANYU PHARMACEUTICAL CO., LTD.; GOTO, Yasuhiro; SAGARA, Takeshi; FAN, Weiming; HAXELL, Thomas, F. N.; JENKS, Matthew, G.; MALASKA, Michael, J.; MOORE, Joseph, A., III; OUVRY, Gilles; PANDI, Bharathi; PEEL, Michael, R.; STEWARD, Kimberly, M.; WO2010/42337; (2010); A1;,
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