Extracurricular laboratory: Synthetic route of 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

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. 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride. A new synthetic method of this compound is introduced below., name: 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

A mixture of 2.0 g of 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N-(benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with 0.1M HCl solution, with saturated NaCl solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 1.9 g of the expected compound is obtained.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; SANOFI; US2012/277205; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.SDS of cas: 62002-31-7

Preparation 7.71 -(2-Methoxyethyl)-4,5,6,7-tetrahydro-1 /-/-imidazo[4,5-c]pyridine.Step 1 : Benzyl 1 ,4,6,7-tetrahydro-5/-/-imidazo[4,5-c]pyridine-5-carboxylate.A mixture of 2.0 g of 4,5,6,7-tetrahydro-1 H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N- (benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with 0.1 M HCI solution, with saturated NaCI solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 1 .9 g of the expected compound is obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; BADORC, Alain; BOLDRON, Christophe; DELESQUE, Nathalie; FOSSEY, Valerie; LASSALLE, Gilbert; YVON, Xavier; WO2012/146318; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference of 62002-31-7, 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. 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride. A new synthetic method of this compound is introduced below.

At 0 C., EDC (0.45 g, 2.4 mmol) was added to a solution of 3-(4-tert-butylphenyl)acrylic acid (0.48 g, 2.4 mmol) and 1-hydroxy-7-azabenzotriazole (0.32 g, 2.4 mmol) in dichloromethane (30 mL). The reaction mixture was stirred for 20 min at 0 C. 4,5,6,7-Tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.50 g, 2.3 mmol) was added. Ethyldiisopropylamine (0.40 mL, 2.3 mmol) was added. The reaction mixture was stirred for 16 h at room temperature. It was diluted with ethyl acetate (100 mL) and washed with a saturated aqueous solution of sodium hydrogencarbonate (100 mL). The aqueous phase was extracted with ethyl acetate (2*60 mL). The combined organic layers were dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent, to give 119 mg of the title compound. 1H NMR (CDCl3): delta 1.32 (s, 9H); 2.75 (br, 2H); 3.95 (br, 2H); 4.75 (br, 2H); 6.95 (d, 1H); 7.35-7.55 (m, 5H); 7.65 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 62002-31-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62002-31-7, its application will become more common.

Application of 62002-31-7 ,Some common heterocyclic compound, 62002-31-7, molecular formula is C6H11Cl2N3, 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 stirred solution of 1H,4H,5H,6H,7H-imidazo[4,5-c]pyridine dihydrochloride(7 g, 35.70 mmol, 1 equiv.) and DIEA(13.8 g, 107.10 mmol, 3 equiv.) in DMA(150 mL) was added 4,5-dichloro-2-(oxan-2-yl)-2,3-dihydropyridazin-3-one (8.9 g, 35.70 mmol, 1 equiv.) at room temperature. The resulting mixture was stirred for 16 h at 100 degrees C. The product was purified by reverse phase flash with the following conditions (Column: spherical C18, 20-40 um,330g; Mobile Phase A: Water(5mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 80 mL/min; Gradient: 15% B to 30% B in 20 min; 220 nm) to afford 4-chloro-5-[1H,4H,5H,6H,7H- imidazo[4,5-c]pyridin-5-yl]-2-(oxan-2-yl)-2,3-dihydropyridazin-3-one (6.86 g, 57.23%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62002-31-7, its application will become more common.

Reference:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 62002-31-7

The chemical industry reduces the impact on the environment during synthesis 62002-31-7, I believe this compound will play a more active role in future production and life.

Synthetic Route of 62002-31-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.

To a suspension of 3,3-diphenylpropionic acid (14 mg, 0.06 mmol) and HOBt (9 mg, 0.07 mmol) in ethyl acetate (1.5 mL) a solution of EDC (12 mg, 0.06 mmol) in ethyl acetate (0.5 mL) was added. The resulting mixture was shaken for 20 min at room temperature and then 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (12 mg, 0.06 mmol) and triethylamine (0.02 mL) were added. After shaking for 16 h the mixture was washed with brine (2*2 mL), and the organic phase was concentrated. 12 mg (60%) of the title amide was obtained. HPLC (214 nm): elution at 8.71 min. LC-MS: Calcd. for MH+: 332; found: 332. 1H NMR (300 MHz, CDCl31 two rotamers, 1:1): delta2.55 (m, 2H), 3.15 (t, J=7 Hz, 2H), 3.61 (t, J=5 Hz, 1H), 3.80 (t, J=5 Hz, 1H), 4.41 (s, 1H), 4.57 (s, 1H), 4.67 (m, 1H), 7.06-7.30 (m, 10H), 7.39 (s, 0.5H), 7.43 (s, 0.5H).

The chemical industry reduces the impact on the environment during synthesis 62002-31-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 62002-31-7

The chemical industry reduces the impact on the environment during synthesis 62002-31-7, I believe this compound will play a more active role in future production and life.

Synthetic Route of 62002-31-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.

To a suspension of 3,3-diphenylpropionic acid (14 mg, 0.06 mmol) and HOBt (9 mg, 0.07 mmol) in ethyl acetate (1.5 mL) a solution of EDC (12 mg, 0.06 mmol) in ethyl acetate (0.5 mL) was added. The resulting mixture was shaken for 20 min at room temperature and then 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (12 mg, 0.06 mmol) and triethylamine (0.02 mL) were added. After shaking for 16 h the mixture was washed with brine (2*2 mL), and the organic phase was concentrated. 12 mg (60%) of the title amide was obtained. HPLC (214 nm): elution at 8.71 min. LC-MS: Calcd. for MH+: 332; found: 332. 1H NMR (300 MHz, CDCl31 two rotamers, 1:1): delta2.55 (m, 2H), 3.15 (t, J=7 Hz, 2H), 3.61 (t, J=5 Hz, 1H), 3.80 (t, J=5 Hz, 1H), 4.41 (s, 1H), 4.57 (s, 1H), 4.67 (m, 1H), 7.06-7.30 (m, 10H), 7.39 (s, 0.5H), 7.43 (s, 0.5H).

The chemical industry reduces the impact on the environment during synthesis 62002-31-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

Statistics shows that 62002-31-7 is playing an increasingly important role. we look forward to future research findings about 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Application of 62002-31-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.

N-(Benzyloxycarbonyloxy)succinimide was added portion wise to a 0 C solution of 4,5,6,7-tetrahydro-lH-imidazo[4,5-c]pyridine dihydrochloride (530 mg, 2.70 mmol) and sodium bicarbonate (625.4 mg, 7.44 mmol) in l,4-dioxane/water (1 : 1, 20 mL). The resulting solution stirred overnight at room temperature. The reaction mixture was then poured into 50 mL of water, and extracted with 2×50 mL of ethyl acetate. The combined organic phases were washed with 100 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 10: 1 dichloromethane/methanol) to afford benzyl 6,7-dihydro-lH-imidazo[4,5-c]pyridine-5(4H)- carboxylate (440 mg, 63%) as colorless oil. MS: (ESI, m/z): 258[M+H]+.

Statistics shows that 62002-31-7 is playing an increasingly important role. we look forward to future research findings about 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

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. 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference of 62002-31-7, Adding some certain compound to certain chemical reactions, such as: 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride,molecular formula is C6H11Cl2N3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 62002-31-7.

To each reactor of an array of 12 reactors, each containing a solution of 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.07 mmol) in DMF (0.5 mL, containing 5% triethylamine) a solution of one isocyanate (0.9 equivalents) selected from 12 different isocyanates in 1,2-dichloroethane (0.2 mL) was added. The resulting mixtures were shaken overnight at room temperature. Concentration under reduced pressure gave the corresponding ureas.

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. 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.category: pyridine-derivatives

At 0 C., EDC (0.45 g, 2.4 mmol) was added to a solution of tert-butylacetic acid (0.30 mL, 2.3 mmol), and 1-hydroxy-7-azabenzotriazole (0.32 g, 2.4 mmol) in dichloromethane (30 mL). The reaction mixture was stirred for 20 min at 0 C. 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.50 g, 2.4 mmol) was added. Ethyldiisopropylamine (0.40 mL, 2.4 mmol) was added. The reaction mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with 10% aqueous sodium hydrogen sulfate solution (100 mL). A 1 N solution of sodium hydroxide was added to the aqueous solution until pH 12 was obtained. It was extracted with ethyl acetate (2*100 mL). These organic extracts were dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent to give 125 mg of the title compound. 1H NMR (CDCl3, 2 rotamers): delta 1.03 and 1.10 (both s, together 9H); 2.35 and 2.40 (both s, together 2H); 2.68 and 2.78 (both t, together 2H); 3.80 and 3.95 (both t, together 2H); 4.55 and 4.70 (both s, together 2H); 7.53 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.category: pyridine-derivatives

At 0 C., EDC (0.45 g, 2.4 mmol) was added to a solution of tert-butylacetic acid (0.30 mL, 2.3 mmol), and 1-hydroxy-7-azabenzotriazole (0.32 g, 2.4 mmol) in dichloromethane (30 mL). The reaction mixture was stirred for 20 min at 0 C. 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.50 g, 2.4 mmol) was added. Ethyldiisopropylamine (0.40 mL, 2.4 mmol) was added. The reaction mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with 10% aqueous sodium hydrogen sulfate solution (100 mL). A 1 N solution of sodium hydroxide was added to the aqueous solution until pH 12 was obtained. It was extracted with ethyl acetate (2*100 mL). These organic extracts were dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent to give 125 mg of the title compound. 1H NMR (CDCl3, 2 rotamers): delta 1.03 and 1.10 (both s, together 9H); 2.35 and 2.40 (both s, together 2H); 2.68 and 2.78 (both t, together 2H); 3.80 and 3.95 (both t, together 2H); 4.55 and 4.70 (both s, together 2H); 7.53 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem