Application of 264916-06-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 264916-06-5 as follows.
2-Boc-5-Aminoisoidoline (50 mg, 0.21 mmol) was added to a solution of NaOMe in MeOH (4 mL of0.26 M, 1.05 nimol) . This solution was then combined with a solution of paraformaldehyde (9.5 mg, 0.32 rnmol) in MeOH (2 mL) . The solution was stirred overnight (about 18 hours) at room temperature, after which time NaBH4 (8 mg, 0.21 mmol) was added and the reaction mixture was heated at reflux for 5 hours. After cooling to room temperature, the reaction was quenched with the addition of saturated aq. NH4C1 (1 mL), then diluted with water (about 20 mL) and extracted with CH2C12. The organic extracts were dried over Na2SO4. After removal of the solvent, the product was purified by flash chromatography (Si02, 15-45% EtOAc/hexanes gradient). Yield: 25.6mg (52%), pale yellow oil, Mixture of rotamers. ?H NMR (400 MHz, CDC13) 5 7.04 and 6.09 (d, J = 8.3 Hz, 1H) , 6.73 – 6.45 (m, 2H) , 4.72 – 4.47 (m, 4H) , 3.52 (s, 1H) , 1.50 (s, 9H) . ?3C NMR (151 MHz, CDC13) 5 148.0, 138.5, 123,6, 123.3, 113.6, 113.5, 107,1, 107.0, 79.7, 52.6,52.3, 52.0, 51.6, 31.9, 31.8, 28.71, 28.67. FIRESITOE m/z 249.1597 (014H20N202 + H, required 249.1597)
According to the analysis of related databases, 264916-06-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BOGER, Dale, L.; (104 pag.)WO2017/210206; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem