Some common heterocyclic compound, 14192-26-8, name is Methyl 2-oxoindoline-6-carboxylate, molecular formula is C10H9NO3, 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. 14192-26-8
To a suspension of NaH (12.6 g) in THF (260 ml) was added at 22 C methyl 2-oxoindoline-6- carboxylate (15.0 g) over 30 min, which was followed by the addition of Mel (44.5 g) using a syringe-pump over 80 min keeping the temperature between 24 – 28 C and stirring was continued for 2.5 h. A solution of NaOH (6.3 g) in water (20 ml) was added and stirring was continued for 1 h. The mixture was partitioned between water and TBME, the pH of the aqueous layer was adjusted to 1, the suspension was filtered and the residue dried to give the title compound (16.0 g, 93%) as a brown solid.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14192-26-8, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; STOLL, Theodor; WO2015/177110; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem