New learning discoveries about 150544-04-0

Electric Literature of 150544-04-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 150544-04-0 name is 6-Aminoindolin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[00108] To a solution of 6-amino-l ,3-dihydro-indol-2-one (0.15 g, 1.0 mmol) in2:1 CH2Cl2- 1,4-dioxane mixture (30 ml) is added triethylamine (0.30 g, 3.0 mmol) and benzoyl chloride (0.14 g, 1.0 mmol). The reaction is stirred for 2 hours at room temperature, and then a saturated aqueous solution OfNH4Cl is added. The precipitate is collected and washed with water to give crude N-(2-oxo-2,3-dihydro-lH-indol-6-yl)- benzamide. To a solution of this benzamide (20 mg, 0.079 mmol) and lH-rhoyrrole-2- carbaldehyde (7.6 mg, 0.079 mmol) in ethanol (2 ml) is added 2 drops of piperidine. It is EPO stirred at 8O0C for 4 hours and then cooled to room, temperature. The precipitate is collected by vacuum filtration, washed with a small amount of cold ethanol and purified by HPLC (Ci8 column, eluted with CH3CN-H2O containing 0.05percent TFA) to give the desired compound as an orange solid: 1H NMR (DMSOd6) delta 6.34(s, IH)5 6.80 (s, IH), 7.33 (s, IH), 7.39 (d, IH, J = 8.4 Hz), 7.53 (t, 2H, J = 7.8 Hz), 7.57 (s, IH), 7.59 (s, IH), 7.61 (s, IH), 7.64 (s, IH), 7.96 (d, 2H, J = 7.8 Hz), 10.29 (s, IH), 10.94 (s, IH), 13.23 (s, IH); LC-MS: 330.1 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Aminoindolin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem