Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 885272-46-8, name is tert-Butyl 4-bromoindoline-1-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 885272-46-8
A solution of tert-butyl 4-bromoindoline-1-carboxylate (0.50g),bis(triphenylphosphine)palladium(II) dichioride (0.24 g), copper iodide (64 mg),triphenyiphosphine (0.18 g), hexamethyldisilazane (0.52 mL) and triethylamine (1.7 g) in DMF (8.4 mL) was evacuated and backfilied with nitrogen three times. The mixture was stirred for 10 minutes at 110 C. 2-[2-(4-Ethynylphenoxy)ethoxyjtetrahydropyran (0.83 g) was added into the mixture. The reaction mixture was stirred for 5 hours at 110 C and overnight at room temperature, quenched with water and extracted with EtOAc. The organiclayer was washed with water twice, dried over MgSO4, filtered and concentrated in vacuo. The residue was charged onto ISOLUTE HM-N and purified with OH-type silica gel column chromatography (3-100 % EtOAc in n-hexane) to give the title compound (0.57 g, 73 % yield) as a colorless solid.?H NMR (600 MHz, CHLOROFORM-d)6 ppm 1.50- 1.67(m, 13 H), 1.71 – 1.79(m, I H),1.81 – 1.89 (m, I H), 3.18 -3.25 (m, 2 H), 3.51 -3.57 (m,1H), 3.80-3.86 (m, I H), 3.87-3.93 (m, 1 H), 3.96 – 4.10 (m, 3 H), 4.13 – 4.23 (m, 2 H), 4.68 – 4.74 (m, 1 H), 6.89 – 6.94 (m,2 H), 7.05 – 7.17 (m, 2 H), 7.26 – 7.27 (m, 1 H), 7.40 – 7.48 (m, 2 H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; TAKASHIMA, Hajime; USHIYAMA, Fumihito; YAMADA, Yousuke; MATSUDA, Yohei; YOSHIZUMI, Takashi; KIM, Chunhae; YAMAGISHI, Junya; ARRATE, Alba Teresa Macias; ROUGHLEY, Stephen David; McKENNA, Sean; WALMSLEY, David Lee; (108 pag.)WO2018/216823; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem