Category: 1268810-09-8

Reference 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.

Copper(I) iodide (205.98 mg, 1.08 mmol), tert-butyl 1 -ethynylcyclopropylcarbamate (3.92 g, 21.6 mmol) and azidotrimethylsilane (3.74 g, 32.5 mmol, 4.31 ml) were added to round bottom flask containing DMF and H20 (50 mL, 9:1). The resulting mixture was stirred under an argon atmosphere at 100 C for 12 h. The mixture was cooled to r.t., diluted with ethyl acetate (200 mL) and filtered through a pad of silica gel. The filtrate was washed with water (3 x 300mL), dried over Na2SO4 and concentrated under reduced pressure to give tert-butyl N-[1-(1H-1 ,2,3-tria.zol-5-yl)cyclopropyl]carbarnate (3.46 g, 15.4 mmol, 71.3% yield) as brown solid.

The synthetic route of 1268810-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1268810-09-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

tert-Butyl (1-ethynylcyclopropyl )carbamate (200.0 mg, 1.104 mmol) was treated with azidotrimethyl silane (508.6 mg, 4.414 mmol, 4 equiv.) in the presence of copper iodide (21.0 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) and methanol (1 mL) and stirred at 110 C for 2 h. After cooling, purification by prep HPLC gave fert-butyl (1-(1H-1,2,3- triazol-4-yl)cyclopropyl)carbamate. LCMS-ESI+ (m/z): [M+H] + calculated for C10H17N4O2: 225.1 ; found: 225.1 .

The synthetic route of tert-Butyl (1-ethynylcyclopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; GUTIERREZ, David A.; KOBAYASHI, Tetsuya; LAZERWITH, Scott E.; LEE, Rick A.; MORGANELLI, Philip A.; PYUN, Hyung-Jung; (0 pag.)WO2019/165374; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature 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.

Copper(I) iodide (205.98 mg, 1.08 mmol), tert-butyl 1 -ethynylcyclopropylcarbamate (3.92 g, 21.6 mmol) and azidotrimethylsilane (3.74 g, 32.5 mmol, 4.31 ml) were added to round bottom flask containing DMF and H20 (50 mL, 9:1). The resulting mixture was stirred under an argon atmosphere at 100 C for 12 h. The mixture was cooled to r.t., diluted with ethyl acetate (200 mL) and filtered through a pad of silica gel. The filtrate was washed with water (3 x 300mL), dried over Na2SO4 and concentrated under reduced pressure to give tert-butyl N-[1-(1H-1 ,2,3-tria.zol-5-yl)cyclopropyl]carbarnate (3.46 g, 15.4 mmol, 71.3% yield) as brown solid.

The synthetic route of 1268810-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1268810-09-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

tert-Butyl (1-ethynylcyclopropyl )carbamate (200.0 mg, 1.104 mmol) was treated with azidotrimethyl silane (508.6 mg, 4.414 mmol, 4 equiv.) in the presence of copper iodide (21.0 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) and methanol (1 mL) and stirred at 110 C for 2 h. After cooling, purification by prep HPLC gave fert-butyl (1-(1H-1,2,3- triazol-4-yl)cyclopropyl)carbamate. LCMS-ESI+ (m/z): [M+H] + calculated for C10H17N4O2: 225.1 ; found: 225.1 .

The synthetic route of tert-Butyl (1-ethynylcyclopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; GUTIERREZ, David A.; KOBAYASHI, Tetsuya; LAZERWITH, Scott E.; LEE, Rick A.; MORGANELLI, Philip A.; PYUN, Hyung-Jung; (0 pag.)WO2019/165374; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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