Some common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, molecular formula is C10H13N, 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. 1914-02-9
22d. 3,3-dimethyl-1-(3-nitropyridin-2-yl)indoline The product of 22c (200 mg, 1.35 mmol) and 2-fluoro-3-nitropyridine (0.3 mL) were pre-stirred in a conical microwave container. The mixture was heated at 200 C. under microwave with stirring at high absorption for 10 min. The cooled mixture was dissolved in EtOAc, washed with H2O, brine, dried over MgSO4, filtered, and concentrated to dryness. The residue was purified by flash column chromatography (silica gel, hexanes/EtOAc) to give pure 22d (220 mg, yield: 60.4%). LC-MS ESI 270 (M+H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1914-02-9, its application will become more common.
Reference:
Patent; Tuerdi, Huji; Chao, Hannguang J.; Qiao, Jennifer X.; Wang, Tammy C.; Gungor, Timur; US2005/261244; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem