Adding a certain compound to certain chemical reactions, such as: 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, belongs to indolines-derivatives compound, 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 18711-13-2, category: indolines-derivatives
4,7-Dichloro-3-(2-(4-cyclopropyl-2-fluorophenyl)-2-oxoethyl)-3-hydroxyindolin-2- one (EXAMPLE 18): To 4,7-dichloroindoline-2,3-dione (A) ( 261 mg, 1.21 mmol) in 15 mL of methanol were l-(4-cyclopropyl-2-fluorophenyl)ethanone (B) (280 mg, 1.57 mmol) and 10 drops of diethylamine (2). The reaction was stirred at 50C for 24 hours. The solvent was removed and the residue was purified with flash chromatography (0-5% Methanol/CH2C12) to get an off white solid. 4,7-Dichloro-3-(2-(4-cyclopropyl-2-fluorophenyl)-2-oxoethyl)-3- hydroxyindolin-2-one (EXAMPLE 18): off-white solid; 1H NMR (DMSO-d6, 400 MHz) delta 0.82 (m, 2H), 1.07 (m, 2H), 2.01(m, 1H), 3.66 (d, 1H, J=16 Hz), 4.26 (d, 1H, J=16Hz), 6.44(s, 1H), 6.91(d, 1H, J=8Hz), 7.01 (m, 2H), 7.31 (d, 1H, J=8Hz), 7.57(m, 1H), 10.96 (s, 1H). Chiral separation was performed by a method substantially similar to the method described above. LC screening was performed with: column: RegisCell, 250 mm x 4.6 mm, 5 mum, hexane/IPA (80/20), 1.5 ml/min, injection volume: 2.0 mu, pressure: 51.5 bar. Peak 1 : retention time: 5.16 min, width: 0.238 min, area: 3716.20, area %: 49.78. Peak 2: retention time: 6.49 min, width: 0.324 min, area: 3749.55, area %: 50.22.
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Reference:
Patent; TOKALAS, INC.; VERNIER, Jean-michael; (82 pag.)WO2016/57698; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem