Category: 141452-01-9

Related Products of 141452-01-9, Chemistry built the modern world, from the materials that make up the everyday objects around us, the batteries in our devices and cleaning products that help to maintain sanitation.

Preparation of Compound 113, 6-(pyridin-2-ylmethoxy)nicotinic acid[00135] LiOH (1 .345 M, 0.615 mL, 0.827 mmol) was added to a solution ofCompound 1 12 (0.101 g, 0.414 mmol) in THF (2 mL), followed by MeOH (0.6 mL) and the reaction mixture was stirred at rt for 26 h, concentrated to remove organic solvents, diluted with water, and washed with EtOAc (1 x). The aqueous phase was acidified to pH 2-3 with 2 M HCI, and the resulting precipitate was isolated by filtration, washed with water and dried to afford the title compound (79 mg, 83%) as a white solid.1H NMR (500 MHz, DMSO) 5 13.07 (s, 1 H), 8.71 (dd, J = 2.5, 0.8 Hz, 1 H), 8.56 (ddd, J = 5.0, 1 .8, 1 .1 Hz, 1 H), 8.19 (dd, J = 8.6, 2.4 Hz, 1 H), 7.81 (td, J = 7.7, 1 .7 Hz, 1 H), 7.46 (br d, J = 7.8 Hz, 1 H), 7.34 (ddd, J = 7.6, 4.8, 1 .1 Hz, 1 H), 7.04 (dd, J = 8.6, 0.8 Hz, 1 H), 5.50 (s, 2H). HRMS (ESI+): calcd for C12H11N2O3 (M + H)+, 231 .0764; found 231 .0760.

Keep reading other articles of Methyl indoline-5-carboxylate! Don’t worry, you don’t need a PhD in chemistry to understand the explanations! I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
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Related Products of 141452-01-9, Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas.

A solution of methyl indoline-5-carboxylate (200 mg, 1.13 mmol) in tetrahydrofuran (10 ml.) was cooled in an ice-water bath for 5 minutes. Sodium hydride (45.15 mg, 1.13 mmol) in tetrahydrofuran (2 ml.) was added drop wise and the reaction was allowed to stir under cooling for 20 minutes before the dropwise addition of acetyl chloride (0.08 ml_, 1.13 mmol). The reaction mixture was stirred for 30 minutes. The reaction mixture was removed from the ice-water bath and allowed to warm to ambient temperature. After 1 hour the reaction was added dropwise to a saturated NH4CI solution and extracted with ethyl acetate three times. The organics were combined, dried over anhydrous MgS04, filtered to remove the solids, and concentrated under reduced pressure to give methyl 1 -acetylindoline-5- carboxylate as an off-white solid (235 mg, 1.07 mmol, 95%). LCMS: MS m/z 220.1 [M+H]+; 1H NMR (400 MHz, DMSO) d 8.09 (d, J = 8.9 Hz, 1H), 7.79 (d, J = 7.6 Hz, 2H), 4.14 (t, J = 8.6 Hz, 2H), 3.81 (s, 3H), 3.17 (t, J = 8.6 Hz, 2H), 2.18 (s, 3H).

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Reference:
Patent; UCL BUSINESS LTD; FISH, Paul, Vincent; MAHY, William; WILLIS, Nicky, John; WOODWARD, Hannah; ATKINSON, Benjamin, N; BAYLE, Elliott, D; SIPTHORP, James; JONES, Edith, Yvonne; ZHAO, Yuguang; VECCHIA, Luca; RUZA, Reinis, Reinholds; (208 pag.)WO2020/43866; (2020); A1;,
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Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation., Electric Literature of 141452-01-9

Preparation of Compound 29, 1-tert-butyl 5-methyl indoline-1,5-dicarboxylate[0044] Di-tert-butyl dicarbonate (0.489 g, 2.24 mmol), followed by triethylamine (0.315 mL, 2.24 mmol) was added to a solution of Compound 28 (0.328 g, 1 .85 mmol) in dry DCM (5.8 mL) and the reaction mixture was stirred at rt for 26 hrs, concentrated. The residue was dissolved in EtOAc and washed with water (1 x), brine (1 x), dried (MgS04), filtered and concentrated. The crude material was recrystallized from hot EtOH to afford the title compound (373 mg, 73%) as a white solid. 1H NMR (500 MHz, CDCI3) delta 7.88 (d, J = 7.6 Hz, 1 H), 7.82-7.79 (m, 1 H), 4.02 (t, J = 8.7 Hz, 2H), 3.88 (s, 3H), 3.14 – 3.09 (m, 2H), 1 .57 (br s, 9H). Note that there also appears to be 2 extremely broad and weak singlets centred at 7.85 and 7.50 ppm which may be the missing aromatic CH. LRMS (ESI+): 178.09 (loss of Boc) and very weak 278.15

The design and synthesis of related molecules that are more effective, more selective, and less toxic than aspirin are important objectives of biomedical research.Keep reading other articles of Methyl indoline-5-carboxylate.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Indoline – Wikipedia,
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Synthetic Route of 141452-01-9, A common heterocyclic compound, 141452-01-9, name is Methyl indoline-5-carboxylate, molecular formula is C10H11NO2, 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.

(R)-methyl l-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2- yl)indoline-5-carboxylate (i?)-2-chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (44.2 mg, 0.150 mmol, 1 eq), methyl indoline-5-carboxylate (31.9 mg, 0.180 mmol, 1.2 eq), Pd2dba3 (6.9 mg, 0.0075 mmol, 5 mol%), XPhos (10.7 mg, 0.0225 mmol, 15 mol%) and K2C03 (82.9 mg, 0.60 mmol, 4 eq) were dissolved in tBuOH (1.5 mL, 0.1 M) and heated to 100 C for 21 hours. The mixture was filtered through celite, washed with DCM and condensed. Purification by column chromatography (ISCO, 4 g silica column, 0-100% EtOAc/hexanes, 18 minute gradient) gave the desired product as a yellow oil (43.4 mg, 0.0997 mmol, 66%). 1H NMR (400 MHz, Chloroform-;/) delta 8.30 (d, J= 8.6 Hz, 1H), 7.89 (dd, J= 8.6, 1.8 Hz, 1H), 7.82 (d, J= 1.3 Hz, 1H), 7.76 (s, 1H), 4.47 (p, J= 8.5 Hz, 1H), 4.32 – 4.19 (m, 3H), 3.88 (s, 3H), 3.33 (s, 3H), 3.18 (t, J= 8.8 Hz, 2H), 2.21 – 2.11 (m, 1H), 2.04 – 1.98 (m, 1H), 1.86 (ddt, J= 16.3, 8.7, 4.4 Hz, 4H), 1.76 – 1.62 (m, 4H), 0.87 (t, J= 7.5 Hz, 3H). 13C NMR (100 MHz, cdcl3) delta 167.22, 163.83, 154.78, 152.04, 148.37, 137.77, 132.00, 130.05, 125.80, 121.94, 115.94, 113.23, 60.15, 58.76, 51.72, 49.52, 29.62, 29.18, 28.13, 27.07, 26.65, 23.36, 23.02, 9.17. LCMS 436.49.

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James, E.; GRAY, Nathanael; QI, Jun; MCKEOWN, Michael, R.; BUCKLEY, Dennis; WO2015/117055; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 141452-01-9, These common heterocyclic compound, 141452-01-9, name is Methyl indoline-5-carboxylate, 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.

In the dried Schrank tube, raw porphyrin (0.15 mmol, 32.8 mg), p-toluenesulfonamide (0.3 mmol, 51.1 mg),Iodobenzene acetate (0.15 mmol, 48.3 mg), pentamethylcyclopentadienylphosphonium dichloride (5 mmol%, 4.6 mg), silver triflate (20 mmol%, 7.7 mg),Silver acetate (20 mmol%, 5.1 mg), acetic acid (0.45 mmol, 27 mg)1.5 mL of 1,2-dichloroethane, and the above-mentioned Schalke tube was placed in a 100 o C oil bath.Stir for about 16 h. Stop the reaction and use 2 mLSaturated ammonium chloride is easy to quench the reaction solution.After further extraction with ethyl acetate (4 mL × 5), the organic phases were combined.The solvent was removed on a rotary evaporator. At last,Separated by silica gel column chromatography (eluent: ethyl acetate: petroleum ether = 1: 5),Methyl 1-acetyl-7-((4-methylphenyl)sulfonylamino)indoline-5-carboxylate3i (26.1 mg, isolated yield: 45%),This compound was a pale yellow solid.

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Sun Song; Dong Yaqun; Cheng Jiang; Yu Jintao; (13 pag.)CN110218172; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 141452-01-9, These common heterocyclic compound, 141452-01-9, name is Methyl indoline-5-carboxylate, 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 solution of 17 (0.28 g, 1.58 mmol) in pyridine (2 mL) was added 4-methoxybenzenesulfonyl chloride (0.32 g, 1.58 mmol) and heated to reflux for 6 h. The reaction mixture was purified by chromatography over silica gel to afford 18c as a white solid (85% yield; 1:1 EtOAc/n-hexane): 1H NMR (300 MHz, CDCl3) delta 2.96 (t, J=8.7 Hz, 2H), 3.80 (s, 3H), 3.85 (s, 3H), 3.93 (t, J=8.7 Hz, 2H), 6.89 (d, J=8.7 Hz, 2H), 7.62 (d, J=8.4 Hz, 1H), 7.20-7.76 (m, 3H), 7.88 (d, J=8.4 Hz, 1H).

Statistics shows that Methyl indoline-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 141452-01-9.

Reference:
Patent; Taipei Medical University; Liou, Jing-Ping; Lin, Chien-Huang; Pan, Shiow-Lin; Yang, Chia-Ron; Teng, Che-Ming; US2015/368195; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

141452-01-9, name is Methyl indoline-5-carboxylate, 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. SDS of cas: 141452-01-9

A 50 ml. RBF was charged with methyl, indoline-5-carboxylate, (2 g, 11 .3 mmol), DCM (20 ml_, 0.6 M), diisopropylethylamine (5.83 g, 45.1 mmol, 4.0 equiv.), and the stirred reaction mixture was then treated dropwise with benzyl chloroformate (5.78 g, 33.9 mmol, 3.0 equiv.). The reaction mixture was stirred for 24 h at RT and then concentrated under reduced pressure. The crude material was purified on silica gel (40 g Si02, 0-100% EtOAc-hexanes) to afford 0-1-benzyl-0-5-methylindoline-1 ,5- dicarboxylate (2.50 g, 3.52 theoretical, 71.0%). 1 H NMR (CDCI3): d 7.79-7.75 (m, 3H), 7.40-7.20 (m, 5H), 5.20 (s, 2H), 4.00 (t, 2H), 3.81 (s, 3H), 3.14 (t, 2H); LCMS: 312 (M+1 ).

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COLLABORATIVE MEDICINAL DEVELOPMENT PTY. LTD.; WARNER, John, C.; BALDINO, Carmen; MUOLLO, Lauren; ROSENFELD, Craig; (109 pag.)WO2019/106434; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

141452-01-9, name is Methyl indoline-5-carboxylate, 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. SDS of cas: 141452-01-9

A 50 ml. RBF was charged with methyl, indoline-5-carboxylate, (2 g, 11 .3 mmol), DCM (20 ml_, 0.6 M), diisopropylethylamine (5.83 g, 45.1 mmol, 4.0 equiv.), and the stirred reaction mixture was then treated dropwise with benzyl chloroformate (5.78 g, 33.9 mmol, 3.0 equiv.). The reaction mixture was stirred for 24 h at RT and then concentrated under reduced pressure. The crude material was purified on silica gel (40 g Si02, 0-100% EtOAc-hexanes) to afford 0-1-benzyl-0-5-methylindoline-1 ,5- dicarboxylate (2.50 g, 3.52 theoretical, 71.0%). 1 H NMR (CDCI3): d 7.79-7.75 (m, 3H), 7.40-7.20 (m, 5H), 5.20 (s, 2H), 4.00 (t, 2H), 3.81 (s, 3H), 3.14 (t, 2H); LCMS: 312 (M+1 ).

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COLLABORATIVE MEDICINAL DEVELOPMENT PTY. LTD.; WARNER, John, C.; BALDINO, Carmen; MUOLLO, Lauren; ROSENFELD, Craig; (109 pag.)WO2019/106434; (2019); 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. 141452-01-9, name is Methyl indoline-5-carboxylate, A new synthetic method of this compound is introduced below., category: indolines-derivatives

In a 100 mL single-mouth bottle, dihydroindole-5-carboxylic acid methyl ester (800 mg, 4.50 mmol) was added and methanol was added.(15 mL) was dissolved, followed by the addition of potassium hydroxide (760 mg, 13.5 mmol), and reacted at 45 C for 15 h. After the reaction was completed,Dilute with 100 mL of water, then adjust the pH to 2 with 2M diluted hydrochloric acid, and use dichloromethane (50 mL×3).Drying and spinning off the solvent gave the title compound.

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Ge Chongxun; Huang Yiqiang; Cao Chen; Li Qingqing; Hou Shaohua; (63 pag.)CN108276382; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 141452-01-9, The chemical industry reduces the impact on the environment during synthesis 141452-01-9, name is Methyl indoline-5-carboxylate, I believe this compound will play a more active role in future production and life.

A solution of methyl indoline-5-carboxylate (200 mg, 1.13 mmol) in tetrahydrofuran (10 ml.) was cooled in an ice-water bath for 5 minutes. Sodium hydride (45.15 mg, 1.13 mmol) in tetrahydrofuran (2 ml.) was added drop wise and the reaction was allowed to stir under cooling for 20 minutes before the dropwise addition of acetyl chloride (0.08 ml_, 1.13 mmol). The reaction mixture was stirred for 30 minutes. The reaction mixture was removed from the ice-water bath and allowed to warm to ambient temperature. After 1 hour the reaction was added dropwise to a saturated NH4CI solution and extracted with ethyl acetate three times. The organics were combined, dried over anhydrous MgS04, filtered to remove the solids, and concentrated under reduced pressure to give methyl 1 -acetylindoline-5- carboxylate as an off-white solid (235 mg, 1.07 mmol, 95%). LCMS: MS m/z 220.1 [M+H]+; 1H NMR (400 MHz, DMSO) d 8.09 (d, J = 8.9 Hz, 1H), 7.79 (d, J = 7.6 Hz, 2H), 4.14 (t, J = 8.6 Hz, 2H), 3.81 (s, 3H), 3.17 (t, J = 8.6 Hz, 2H), 2.18 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl indoline-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCL BUSINESS LTD; FISH, Paul, Vincent; MAHY, William; WILLIS, Nicky, John; WOODWARD, Hannah; ATKINSON, Benjamin, N; BAYLE, Elliott, D; SIPTHORP, James; JONES, Edith, Yvonne; ZHAO, Yuguang; VECCHIA, Luca; RUZA, Reinis, Reinholds; (208 pag.)WO2020/43866; (2020); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem