Application of 3339-73-9,Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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.
EDCHCI (2.8 g, 15.0 mmol) was added to a solution of 3-(1,3-dioxoisoindolin-2-yl)propanoic acid (2.2 g, 10.0 mmol) in THF (30 mL followed by HOBt (1.84 g, 12.0 mmol) and the reaction mixture was stirred for 20 mm at room temperature. 2-methoxyacetohydrazide (1.05 g, 10.0 mmol) was added to the reaction mixture followed by DIPEA (6.4 g, 50.0 mmol) and thereaction mixture was stirred at room temperature for 16 h. Volatiles were removed under reduced pressure and the reaction mixture was diluted with water (30 mL). The aq. layer wasextracted with DCM (3 x 25 mL), combined organic layer was washed with aqueous NaHCO3 solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the product (2.0 g, 65 %) as white solid. ?H NIvIR (400 MHz, DMSO-d6): 6 9.91 (s, 1H), 9.72 (s, IH), 7.88-7.82 (m, 4H), 3.88 (s, 2H), 3.78 (t, J= 7.6 Hz, 2H), 3.30 (s, 3H), 2.25 (t, J?7.6 Hz, 2H); LC-MS: [M+Hj = 306.3 mlz.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, its application will become more common.
Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (89 pag.)WO2016/105477; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem