Synthetic Route of 3676-85-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3676-85-5 as follows.
Example 82 N-(2-Chlorobenzyl)-N’-(1,3-dioxo-2,3-dihydro-1H-5-isoindolyl)urea Diphenylphosphoryl azide (165 mg, 0.60 mmol, 1.2 eq) and triethylamine (61 mg, 0.60 mmol, 1.2 eq) were added to a solution of 2-chlorophenylacetic acid (85 mg, 0.50 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (81 mg, 0.50 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 2 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration and was washed with ethyl acetate to give the title compound as a crystal (37 mg, 22.6%). MS m/z: 329 1H-NMR delta: 4.40 (2H, d, J = 5.61 Hz), 6.94 (1H, t, J = 5.98 Hz), 7.28 – 7.38 (2H, m), 7.41 (1H, dd, J = 1.71, 7.56 Hz), 7.46 (1H, dd, J = 1.71, 7.56 Hz), 7.61 (1H, dd, J = 1.83, 8.17 Hz), 7.68 (1H, d, J = 8.54 Hz), 8.01 (1H, d, J = 1.46 Hz), 9.42 (1H, s), 11.08 (1H, s)
According to the analysis of related databases, 3676-85-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem