Downstream synthetic route of 3-Methyl-1,2,3,4-tetrahydroisoquinoline

With the complex challenges of chemical substances, we look forward to future research findings about 3-Methyl-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO109,mainly used in chemical industry, its synthesis route is as follows.,29726-60-1

Example 141 : N-tert-Butyl-2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1 -oxo-2,3- dihydro-1 H-isoindol-2-yl)acetamide (2628) (2629) A stirred solution of 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1 H- isoindol-2-yl)acetic acid (Example 1 , 60 mg, 0.10 mmol, 70 % pure) in anhydrous 1 ,4- dioxane/DMF (3 : 1 , 1.5 mL) under nitrogen was treated with DIPEA (36 muIota_, 0.21 mmol), HBTU (81 mg, 0.21 mmol) and then tert-butylamine (17 muIota_, 0.16 mmol). The reaction was stirred for 4 days at room temperature and quenched by adding water. The product was extracted with EtOAc (x3) and the combined organic layers washed with brine, dried over MgS04, filtered and concentrated under vacuum. Purification by preparative HPLC gave the title compound (32 mg, 70 %) as a colourless solid. NMR (400 MHz, Me-c/3-OD): 8.36 (1 H, s), 8.24 (1 H, d), 8.08 (1 H, dd), 7.71 (1 H, dd), 4.66 (2H, s), 4.28 (2H, s), 4.1 1-4.02 (1 H, m), 4.02-3.95 (2H, m), 3.59-3.51 (2H, m), 2.05-1.97 (2H, m), 1.69-1.58 (2H, m), 1.38 (9H, s). MS: [M+H]+ = 458.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Methyl-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Brief introduction of 29726-60-1

29726-60-1, The synthetic route of 29726-60-1 has been constantly updated, and we look forward to future research findings.

29726-60-1, 3-Methyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

186: 6-{5-chloro-2-[(oxan-4-yl)amino]pyridin-4-yl}-2-[2-(3-methyl-1 , 2,3,4- tetrahydroisoquinolin-2-yl)-2-oxoethyl]-2,3-dihydro-1 H-isoindol-1 -one (2759) (2760) A stirred solution of 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyridin-4-yl}-1-oxo-2,3-dihydro-1 H- isoindol-2-yl)acetic acid (Preparation 136, 130 mg, 0.32 mmol) in anhydrous 1 ,4-dioxane (3.2 mL) under nitrogen was treated with DIPEA (1 13 muIota_, 0.65 mmol), HBTU (250 mg, 0.65 mmol) and then 3-methyl-1 ,2,3,4-tetrahydro-isoquinoline (71 mg, 0.49 mmol). After 16 hours the mixture was diluted with water and extracted with EtOAc (x3). The combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under vacuum. The residue was purified by preparative HPLC to give the title compound (57 mg, 34 %) as a colourless solid. NMR (400 MHz, Me-d3-OD): 8.05 (1 H, s), 7.87 (1 H, s), 7.74-7.67 (2H, m), 7.23 (4H, d), 6.57 (1 H, s), 5.04 (1 H, d), 4.73-4.64 (5H, m), 4.64-4.60 (1 H, m), 4.38-4.31 (1 H, m), 3.99 (3H, d), 3.60-3.54 (4H, m), 3.17-3.08 (1 H, m), 2.82-2.69 (1 H, m), 2.01 (2H, d), 1.62-1.50 (2H, m), 1.27 (2H, d), 1.12 (2H, d). MS: [M+H]+ = 531.

29726-60-1, The synthetic route of 29726-60-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Analyzing the synthesis route of 29726-60-1

The synthetic route of 29726-60-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29726-60-1,3-Methyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,29726-60-1

To a mixture of pyrazole acid (1 mmol), EDC.HCl (1.2 mmol) and HOBt (1.2 mmol) in dry dichloromethane (10 mL) was added a mixture of amine (1 mmol) and triethyl amine (1.5 mmol) in dichloromethane (5 mL) at 0 C. The mixture was stirred at room temperature till the completion of reaction (judged by TLC). The reaction mixture was diluted with additional DCM (20 mL). The organic layer was washed with water, brine and dried (Na2SO4). Concentration and purification over silica gel (100-200 mesh) afforded the desired compound.

The synthetic route of 29726-60-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sasmal, Pradip K.; Reddy, D. Srinivasa; Talwar, Rashmi; Venkatesham; Balasubrahmanyam; Kannan; Srinivas; Kumar, K. Shiva; Devi, B. Neelima; Jadhav, Vikram P.; Khan, Sanjoy K.; Mohan, Priya; Chaudhury, Hira; Bhuniya, Debnath; Iqbal, Javed; Chakrabarti, Ranjan; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 562 – 568;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application of Aminoferrocene

29726-60-1, As the rapid development of chemical substances, we look forward to future research findings about 29726-60-1

A common heterocyclic compound, the tetrahydroisoquinoline compound, name is 3-Methyl-1,2,3,4-tetrahydroisoquinoline,cas is 29726-60-1, mainly used in chemical industry, its synthesis route is as follows.

Step B: (3R4)-3-Methyl-1,2,3,4-tetraliydroisoquinolineThe product from Step A (4.5 g) is dissolved in a 1:9 isopropanol/heptane mixture (55mL), and the resultant solution is repeat-injected onto an IC Column (50x500mm, 20 urnparticle size), eluting with 5:95 mixture of 2-propanol/heptane containing 0.05% diethylamine, with a flow rate of 50 mi/mm at ambient temperature. Under these conditions the (R,)-isomer eluted as the second fraction.

29726-60-1, As the rapid development of chemical substances, we look forward to future research findings about 29726-60-1

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; DAVIDSON, James, Edward, Paul; MURRAY, James, Brooke; CHEN, I-Jen; WALMSLEY, Claire; DODSWORTH, Mark; MEISSNER, Johannes, W., G.; BROUGH, Paul; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; KOTSCHY, Andras; SZLAVIK, Zoltan; GENESTE, Olivier; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jerome-Benoit; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; WO2015/11164; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New learning discoveries about 29726-60-1

As the paragraph descriping shows that 29726-60-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29726-60-1,3-Methyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,29726-60-1

Example 141 : N-tert-Butyl-2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1 -oxo-2,3- dihydro-1 H-isoindol-2-yl)acetamide (2628) (2629) A stirred solution of 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1 H- isoindol-2-yl)acetic acid (Example 1 , 60 mg, 0.10 mmol, 70 % pure) in anhydrous 1 ,4- dioxane/DMF (3 : 1 , 1.5 mL) under nitrogen was treated with DIPEA (36 muIota_, 0.21 mmol), HBTU (81 mg, 0.21 mmol) and then tert-butylamine (17 muIota_, 0.16 mmol). The reaction was stirred for 4 days at room temperature and quenched by adding water. The product was extracted with EtOAc (x3) and the combined organic layers washed with brine, dried over MgS04, filtered and concentrated under vacuum. Purification by preparative HPLC gave the title compound (32 mg, 70 %) as a colourless solid. NMR (400 MHz, Me-c/3-OD): 8.36 (1 H, s), 8.24 (1 H, d), 8.08 (1 H, dd), 7.71 (1 H, dd), 4.66 (2H, s), 4.28 (2H, s), 4.1 1-4.02 (1 H, m), 4.02-3.95 (2H, m), 3.59-3.51 (2H, m), 2.05-1.97 (2H, m), 1.69-1.58 (2H, m), 1.38 (9H, s). MS: [M+H]+ = 458.

As the paragraph descriping shows that 29726-60-1 is playing an increasingly important role.

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Simple exploration of 29726-60-1

29726-60-1 3-Methyl-1,2,3,4-tetrahydroisoquinoline 568974, atetrahydroisoquinoline compound, is more and more widely used in various.

29726-60-1, 3-Methyl-1,2,3,4-tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: (3R4)-3-Methyl-1,2,3,4-tetraliydroisoquinolineThe product from Step A (4.5 g) is dissolved in a 1:9 isopropanol/heptane mixture (55mL), and the resultant solution is repeat-injected onto an IC Column (50x500mm, 20 urnparticle size), eluting with 5:95 mixture of 2-propanol/heptane containing 0.05% diethylamine, with a flow rate of 50 mi/mm at ambient temperature. Under these conditions the (R,)-isomer eluted as the second fraction.

29726-60-1 3-Methyl-1,2,3,4-tetrahydroisoquinoline 568974, atetrahydroisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; DAVIDSON, James, Edward, Paul; MURRAY, James, Brooke; CHEN, I-Jen; WALMSLEY, Claire; DODSWORTH, Mark; MEISSNER, Johannes, W., G.; BROUGH, Paul; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; KOTSCHY, Andras; SZLAVIK, Zoltan; GENESTE, Olivier; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jerome-Benoit; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; WO2015/11164; (2015); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem