Category: 1914-02-9

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. 1914-02-9, name is 3,3-Dimethylindoline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3,3-Dimethylindoline

Sodium bicarbonate (5.41 g, 64.39 mmol) and3,3-dimethylindoline (0.79 g, 5.37 mmol)Was suspended in dichloromethane (10 mL)The mixture was cooled to 0 C,Acetyl chloride (0.76 mL, 10.73 mmol) was added dropwise thereto.The reaction solution was stirred at room temperature for 2 hours and then filtered. The filtrate was concentrated under reduced pressure,The title compound was obtained as a white solid (0.99 g, 97.1%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1914-02-9.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Ruyong; Wang Liang; (112 pag.)CN104016979; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 1914-02-9, These common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, its 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.

A mixture of 3,3-dimethylindoline (204 mg, 1.386 mmol), ethyl 2-bromobutanoate (1.023 mL, 6.928 mmol), and potassium carbonate (603 mg, 4.363 mmol) in 4 mL CH3CN was stirred at 100C (oil bath) for 23 h. The mixture was extracted with 2 M HCl and CH2C12. Organic phases were concentrated and the residue was purified by preparative HPLC. Fractions containing product were partly concentrated and the residue was extracted with 1 M NaHC03and CH2C12. Organic phases were dried over MgS04, filtered, and concentrate to give ethyl 2-(3,3-dimethylindolin-l-yl)butanoate (254 mg) as an oil. LCMS m/z = 261.8 [M+l]+; NMR (400 MHz, CDC13) delta ppm 1.03 (t, J = 7.4 Hz, 3H), 1.17 (t, J = 7.1 Hz, 3H), 1.25 (s, 3H), 1.34 (s, 3H), 1.79-2.00 (m, 2H), 3.23 (d, J = 8.4 Hz, 1H), 3.41 (d, J = 8.4 Hz, 1H), 4.00-4.13 (m, 3 H), 6.41 (d, J = 7.8 Hz, 1H), 6.63-6.67 (m, 1H), 6.98-7.05 (m, 2H).

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

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. 1914-02-9, name is 3,3-Dimethylindoline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1914-02-9

A mixture of 3,3-dimethylindoline (103 mg, 0.700 mmol), potassium carbonate (288 mg, 2.084 mmol), and 2-bromopropanenitrile (303 mu^, 3.506 mmol) in 2 mL CH3CN was stirred at 80C (oil bath) over night. The mixture was purified by preparative HPLC. Fractions containing product were partly concentrated and residue was extracted with 1 M NaHC03and CH2C12. Organic phases were dried over MgS04, filtered, and concentrated to give 2-(3,3-dimethylindolin-l-yl)propanenitrile (105 mg). LCMS m/z = 201.2 [M+l]+; NMR (400 MHz, CDC13) delta ppm 1.26 (s, 3H), 1.40 (s, 3H), 1.63 (d, J = 7.3 Hz, 3H), 3.05 (d, J = 8.2 Hz, 1H), 3.25 (d, J = 8.2 Hz, 1H), 4.57 (q, J = 7.3 Hz, 1 H), 6.57 (d, J = 7.9 Hz, 1H), 6.83-6.87 (m, 1H), 7.06 (dd, J1=7.4 Hz, J2= 0.8 Hz, 1H), 7.12-7.16 (m, 1H).

According to the analysis of related databases, 1914-02-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1914-02-9,Some common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, molecular formula is C10H13N, 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.

A mixture of 3,3-dimethylindoline (2.1 g, 14.26 mmol) and 2-bromoethanamine hydrobromide (3.215 g, 15.69 mmol) was heated at 122 C for 15 h. The mixture was dissolved in 2M HC1 and purified by preparative HPLC to give the title compound (1.9 g). LCMS m/z = 191.4 [M+H]+; H NMR (400 MHz, CD3OD) delta ppm 1.31 (s, 6H), 3.14 (s, 2H), 3.19 (t, J = 6.1Hz, 2H), 3.33 (t, J = 6.1 Hz, 2H), 6.60 (d, J = 7.9 Hz, 1H), 6.70-6.76 (m, 1H), 7.01-7.09 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3-Dimethylindoline, its application will become more common.

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. 1914-02-9, name is 3,3-Dimethylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3,3-Dimethylindoline

EXAMPLE 1 N-(3,3-Dimethylindolin-1-yl)-3-(4-imidazolyl)propionamide monohydrochloride (E1) STR9 A suspension of 3-(4-imidazolyl)propionic acid monohydrochloride (2.0 g) (Chem. Ber. 66, 156 [1933]) in thionyl chloride (10 ml) and DMF (3 drops) was stirred at room temperature for 3 h. The excess thionyl chloride was removed by rotary evaporation and the residue re-evaporated with 2*50 ml of dry toluene. The residue was suspended in CH2 Cl2 (100 ml) and a solution of 3,3-dimethyl indoline (1.7 g) and triethylamine (4 ml) in CH2 Cl2 (50 ml) was added with stirring and cooling. The reaction mixture was stirred overnight, washed with saturated NaHCO3 and the lower organic layer dried (Na2 SO4). Concentration of the organic extracts afforded the crude product which was purified by column chromatography on silica, eluding with CHCl3 containing increasing quantities of methanol.

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beecham Group p.l.c.; US4918079; (1990); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 1914-02-9, name is 3,3-Dimethylindoline, A new synthetic method of this compound is introduced below., Recommanded Product: 3,3-Dimethylindoline

To a vial containing 2-butyl-4-chloro-l-((5′-chloro-2′-cyano-[l, l’-biphenyl]-4- yl)methyl)- lH-imidazole-5-carboxylic acid (384b, 00 mg, 0.364 mmol) was added 2nd generation ruphos precatalyst (56.6 mg, 0.073 mmol) followed by sodium tert-butoxide (210 mg, 2.185 mmol). THF (3 mL) was added followed by 3,3-dimethylindoline (161 mg, 1.093 mmol). The reaction mixture was degassed with N2 and was then was sealed and heated at 65 C for 18 h. The reaction mixture was concentrated onto celite and purified by reverse phase ISCO (15 min gradient of 0- 100%B. A = H20/ACN/TFA 90: 10:0.1. B = ACN/H20/TFA 90: 10:0.1) to afford the title compound (405a, 70 mg, 0.107 mmol, 29.4 % yield) as an orange solid. LC-MS (Method A2): 1.07 min, [M + H]+=539.10.

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 1914-02-9, name is 3,3-Dimethylindoline, A new synthetic method of this compound is introduced below., category: indolines-derivatives

A mixture of 3,3-dimethylindoline (2.1 g, 14.26 mmol) and 2-bromoethanamine hydrobromide (3.215 g,15.69 mmol) was heated at 122 C for 15 h. The mixture was dissolved in 2M HCl and purified bypreparative HPLC to give the title compound (1.9 g). LCMS m/z = 191.4 [M+H]+; 1H NMR (400 MHz,CD3OD) delta ppm 1.31 (s, 6H), 3.14 (s, 2H), 3.19 (t, 2H, J = 6.1Hz), 3.33 (t, 2H, J = 6.1 Hz), 6.60 (d, 1H, J = 7.9Hz), 6.70-6.76 (m, 1H), 7.01-7.09 (m, 2H).

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:
Article; Dang, Huong; Feichtinger, Konrad; Frazer, John; Grottick, Andrew J.; Kasem, Michelle; Le, Minh; Lehman, Juerg; Morgan, Michael E.; Ren, Albert; Sage, Carleton R.; Schrader, Thomas O.; Semple, Graeme; Unett, David J.; Whelan, Kevin T.; Wong, Amy; Zhu, Xiuwen; Bioorganic and medicinal chemistry letters; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

1914-02-9, name is 3,3-Dimethylindoline, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C10H13N

4a. 3,3-dimethyl-1-(3-nitropyridin-2-yl)indoline:; To 2a (90 mg, 0.61 mmol) was added 2-nitro-3-chloropyridine (200 mg, 1.26 mmol). The reaction mixture was heated at 220 C. microwave for 15 min. The desired compound was isolated via preparative HPLC to afford 4a (30 mg, 18%) as white lyophilizes. Column: Luna 25¡Á100 mm; Eluted from 35% CH3CN to 100% CH3CN in H2O with 0.1% TFA MS (ES) m/z 269 [M+H]+.

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293281; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 1914-02-9,Some common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, molecular formula is C10H13N, 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.

To a solution of (R)-2-((tert-butoxycarbonyl)amino)propanoic acid (141 mg, 0.745 mmol) in DMF(7 mL), was added triethylamine (125 muL, 0.897 mmol) and HATU (322 mg, 0.847 mmol). After stirring atroom temperature for 5 min, 3,3-dimethylindoline (5s, 101 mg, 0.686 mmol) was added and stirringcontinued at room temperature overnight. The mixture was then partitioned between with EtOAc andbrine. The organic phase was dried over MgSO4, filtered, and concentrated. The residue was purified bysilica gel column chromatography to give (R)-tert-butyl (1-(3,3-dimethylindolin-1-yl)-1-oxopropan-2-yl)carbamate (205 mg) as a white solid. LCMS m/z = 319.4 [M+1]+; 1H NMR (400 MHz, CDCl3) delta ppm1.358 (s, 3H), 1.364 (s, 3H), 1.40 (d, J = 6.8 Hz, 3H), 1.45 (s, 9H), 3.78 (d, 1H, J = 10.0 Hz), 4.00 (d, 1H, J =10.0 Hz), 4.54-4.61 (m, 1H), 5.46 (d, 1H, J = 8.5), 7.07-7.10 (m, 1H), 7.15-7.16 (m, 1H), 7.20-7.24 (m, 1H),8.17 (d, J = 8.1 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3-Dimethylindoline, its application will become more common.

Reference:
Article; Dang, Huong; Feichtinger, Konrad; Frazer, John; Grottick, Andrew J.; Kasem, Michelle; Le, Minh; Lehman, Juerg; Morgan, Michael E.; Ren, Albert; Sage, Carleton R.; Schrader, Thomas O.; Semple, Graeme; Unett, David J.; Whelan, Kevin T.; Wong, Amy; Zhu, Xiuwen; Bioorganic and medicinal chemistry letters; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 1914-02-9, A common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, molecular formula is C10H13N, its 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.

To a suspension of NaHC03 (5.41 g, 64.39 mmol) and 3,3-dimethylindoline (0.79 g, 5.37 mmol) in DCM (10 mL) was added acetyl chloride (0.76 mL, 10.73 mmol) dropwise at 0 C. The reaction was stirred at rt for 2 h, then filtered. The filtrate was concentrated in vacuo to give the title compound as a white solid (0.99 g, 97.1%). MS (ESI, pos. ion) m/z: 190 [M + H]+; NMR (CDCI3) delta (ppm): 8.11 (d, 1H), 7.13 (t, 1H), 7.06 (d, 1H), 6.97 (t, 1H), 3.70 (s, 2H), 2.15 (s, 3H), 1.29 (s, 6H).

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem