Application of 1268810-09-8,Some common heterocyclic compound, 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate, molecular formula is C10H15NO2, 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.
tert-Butyl (1-ethynylcyclopropyl)carbamate (200.0 mg, 1.104 mmol) was treated with azidotrimethylsilane (508.6 mg, 4.414 mmol, 4 equiv.) in the presence of copper iodide (21.0 mg, 0.11 mmol) inN,N-dimethylformamide (1 mL) and methanol (1 mL) and stirred at 110 C for 2 h. After cooling, purification by prep HPLC (Phenomenex Luna C18 column, 5% to 100% gradient acetonitrile in water with 0.1% TFA) gave tert-butyl (1-(1H- 1 ,2,3-triazol-4-yl)cyclopropyl)carbamate. LCMS-ESI+ (mlz): [M+Hj + calculated for C10H17N402: 225.1; found: 225.1.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (1-ethynylcyclopropyl)carbamate, its application will become more common.
Reference:
Patent; GILEAD SCIENCES, INC.; DU, Jinfa; KAPLAN, Joshua A.; KIRSCHBERG, Thorsten A.; KOBAYASHI, Tetsuya; LAZERWITH, Scott E.; LEE, Rick Andrew; MEDLEY, Jonathan William; MITCHELL, Michael L.; MORGANELLI, Philip Anthony; PYUN, Hyung-Jung; SHEVICK, Sophia L.; SQUIRES, Neil H.; WATKINS, William J.; (294 pag.)WO2018/39531; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics