New downstream synthetic route of 19727-83-4

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2O2

To a solution of 6-nitroindoline (13) (590 mg, 3.6 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (860 mg, 4.3 mmol) in acetic acid (10.0 mL) was added sodium triacetoxyborohydride (1.14 g, 5.4 mmol) at 0C and the reaction mixture was stirred for 1 hr at this temperature and then heated to room temperature overnight. After the reaction completed, water was added to the the mixture and the mixture was extracted with CH2Cl2. The organic phase was washed with water and saturated NaHCO3, dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to afford the crude product, which was purified by column chromatography to give the tert-butyl 4-(6-nitroindolin-1-yl) piperidine-1-carboxylate (14) 0.92 g, yield: 73.6%. 1H NMR (400 MHz, DMSO-d6) delta 8.77 (s, 1H), 7.89 (d, J = 8.1 Hz, 1H), 7.47 (d, J = 8.1 Hz, 1H), 4.20 (t, J = 8.5 Hz, 2H), 3.29(m, 4H), 3.26 (t, J = 8.5 Hz, 2H), 2.93(m, 1H), 2.20(m, 3H), 1.67(m, 1H), 1.38(m, 9H). MS (ESI) m/z: 348 [M+H]+.

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Jinlong; Sun, Nannan; Yu, Mingcheng; Gu, Xianfeng; Xie, Qiong; Shao, Liming; Liu, Jin; Liu, Li; Wang, Yonghui; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 37 – 48;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem