Category: 10394-38-4

Application of 10394-38-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10394-38-4 as follows.

2.2 N-(1-Methyl-1H-benzimidazol-5-yl)-5-fluoro-1-[(pyrid-3-yl)methyl]-1H-indole-2-carboxamide hydrochloride (1:2) (Compound 4) 4.1 ml of trimethylaluminum (2M in toluene) are added under argon to a solution of 0.414 g (2.82 mmol) of 5-amino-1-methyl-1H-benzimidazole in 10 ml of dry toluene. After 15 minutes, 0.7 g (2.35 mmol) of ethyl 5-fluoro-1-[(pyrid-3-yl)methyl]-1H-indole-2-carboxylate, obtained in step 2.1, is added. The reaction medium is refluxed for 4 hours and then stirred overnight at room temperature. It is poured onto 100 g of ice and 50 ml of dichloromethane. A suspension is obtained, which is filtered and washed with water and ether. The residue is purified by preparative chromatography on alumina (eluent: dichloromethane/methanol). 0.36 g of a solid is obtained, which is dried under reduced pressure. The resulting solid is taken up in 30 ml of dichloromethane and 0.55 ml of a 4N solution of hydrogen chloride in dioxane is added. The solution is concentrated under reduced pressure and the resulting solid is recrystallized from a mixture of isopropanol and methanol. 0.36 g of the expected product is thus obtained in the form of a hydrochloride. Melting point (2HCl): 268-270 C. 1H NMR (DMSO D6), delta (ppm): 4.03 (s, 3H); 6 (s, 2H); 7.18 (dxd, 1H); 7.56 (dxd, 1H); 7.68 (m, 2H); 7.9 (m, 4H); 8.41 (s, 1H); 8.69 (m, 2H); 9.59 (s, 1H).

According to the analysis of related databases, 10394-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2008/146646; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methylbenzoimidazol-5-amine

Step 2 To the product from Step 1 (2.31 g, 15.7 mmol) in water (30 mL) at 0 C. was added conc. HCl (3.14 mL, 37.9 mmol). Sodium nitrite (1.16 g, 16.8 mmol) in water (5 mL) was added portionwise to the stirring solution of amine over a period of 30 minutes. The reaction was stirred at 0 C. for an additional 25 minutes and then added portionwise to a stirring 40-45 C. solution of potassium ethyl xanthate (2.93 g, 18.3 mmol) in water (10 mL). The reaction was stirred at 45 C. for an additional 30 minutes and then cooled to room temperature. The mixture was extracted with Et2O (2×75 mL). The organic extracts were concentrated in vacuo to give a yellow oil. The crude oil was purified by silica gel chromatography to give the desired xanthate ester as a yellow oil (1.68 g, 42%). 1H-NMR (400 MHz, CDCl3): delta 8.02 (s, 1H), 7.90 (s, 1H), 7.45 (m, 2H), 4.62 (q, 2H), 4.11 (s, 3H), 1.33 (t, 3H).

The synthetic route of 10394-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/27184; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methylbenzoimidazol-5-amine

Step 2 To the product from Step 1 (2.31 g, 15.7 mmol) in water (30 mL) at 0 C. was added conc. HCl (3.14 mL, 37.9 mmol). Sodium nitrite (1.16 g, 16.8 mmol) in water (5 mL) was added portionwise to the stirring solution of amine over a period of 30 minutes. The reaction was stirred at 0 C. for an additional 25 minutes and then added portionwise to a stirring 40-45 C. solution of potassium ethyl xanthate (2.93 g, 18.3 mmol) in water (10 mL). The reaction was stirred at 45 C. for an additional 30 minutes and then cooled to room temperature. The mixture was extracted with Et2O (2×75 mL). The organic extracts were concentrated in vacuo to give a yellow oil. The crude oil was purified by silica gel chromatography to give the desired xanthate ester as a yellow oil (1.68 g, 42%). 1H-NMR (400 MHz, CDCl3): delta 8.02 (s, 1H), 7.90 (s, 1H), 7.45 (m, 2H), 4.62 (q, 2H), 4.11 (s, 3H), 1.33 (t, 3H).

The synthetic route of 10394-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/27184; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 10394-38-4, 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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

12.5 N-(1-methyl-1H-benzimidazol-5-yl)-5-fluoro-1-[(3-fluorophenyl)methyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxamide; 0.18 g (1.23 mmol) of 5-amino-1-methylbenzimidazole and 10 ml of dry toluene are placed, while flushing with nitrogen, in a 100 ml three-necked flask cooled to 0 C. and equipped with a magnetic stirrer. To this solution is then added slowly 0.95 ml (1.90 mmol) of a 2M solution of trimethylaluminum in toluene. The reaction mixture obtained is maintained under a nitrogen atmosphere and stirred, while allowing the temperature to rise gradually to 70 C. A solution of 0.3 g (0.95 mmol) of product obtained in step 12.4 in 10 ml of dry toluene is then added dropwise over 5 minutes using an addition funnel. The reaction mixture is then refluxed for 5 hours and stirred at room temperature overnight. 20 ml of cold water are then added to the solution cooled to 0 C., followed by addition of 10 ml of 1N hydrochloric acid. After stirring for 1 hour, the precipitate is recovered by filtration, rinsed with water and dried under reduced pressure. 0.22 g (0.53 mmol) of the expected product is obtained in the form of a white solid.Melting point: 266-268 C.1H NMR (DMSO D6), delta (ppm): 9.5 (s, 1H); 8.5 (s, 1H); 7.9 (s, 2H); 7.5 (m, 3H); 7.3-6.8 (m, 5H); 5.9 (s, 2H); 3.95 (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, 1-Methylbenzoimidazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI-AVENTIS; US2008/125459; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10394-38-4, 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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows.

10.2 N-(1-methyl-benzimidazol-5-yl)-5-trifluoromethyl-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxamide A solution of 0.32 g (0.95 mmol) of 5-trifluoromethyl-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid, obtained in step 10.1, and 0.69 ml (9.49 mmol) of thionyl chloride in 25 ml of dichloromethane is refluxed for 2 hours. The mixture is concentrated under reduced pressure, the residue is taken up in 20 ml of diethyl ether, and 0.17 g (1.14 mmol) of 5-amino-1-methylbenzimidazole and a solution of 0.2 g (1.9 mmol) of sodium carbonate in 2 ml of water are added. The mixture is stirred for 24 hours at room temperature, the organic phase is evaporated under reduced pressure and the resulting phase is extracted with ethyl acetate and dichloromethane. The organic phases are washed with water and with saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The residue is taken up in petroleum ether, collected by filtration, washed and dried under reduced pressure. It is then purified by chromatography on a column of silica gel, eluding with a mixture of dichloromethane and ethyl acetate. The residue is taken up in petroleum ether, collected by filtration, washed and dried under reduced pressure. 0.3 g of solid is obtained. Melting point: 223-224 C. 1H NMR (DMSO), delta (ppm): 5.9 (s, 2H); 7 (m, 3H); 7.3 (m, 1H); 7.55 (m, 4H); 7.8 (d, 1H); 8.05 (s, 1H); 8.1 (d, 2H); 10.5 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 1-Methylbenzoimidazol-5-amine. I believe this compound will play a more active role in future production and life.

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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Methylbenzoimidazol-5-amine

To 6-(4-((2,5-dichloropyrimidin-4-yl)amino)piperidin-1-yl)pyridazine-3-carbonitrile (285.8 mg, 0.82 mmol)And 1-methyl-1H-benzo[d]imidazol-5-amine (149.1 mg, 1.01 mmol)Add in 1,4-dioxane (20mL) solutionPd(OAc) 2 (38.3 mg, 0.17 mmol),BINAP (98%, 106.0 mg, 0.17 mmol)Cs2CO3 (98%, 554.2 mg, 1.67 mmol). The resulting reaction system was stirred at 100 C overnight.After the reaction is completed, concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/40).The title compound was obtained as a beige solid (233.3mg, yield 62%).

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 10394-38-4.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 10394-38-4, A common heterocyclic compound, 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, molecular formula is C8H9N3, 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 6-(4-((2,5-dichloropyrimidin-4-yl)amino)piperidin-l- yl)pyridazine-3-carbonitrile (285.8 mg, 0.82 mmol) and l-methyl-li7-benzo[Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common heterocyclic compound, 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, molecular formula is C8H9N3, 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. 10394-38-4.

1-methyl-1H-benzo[d]imidazol-5-amine (100 mg, 0.67944 mmol),6-(4-((2,5-Dichloropyrimidin-4-yl)amino)piperidin-1-yl)nicotinonitrile (182 mg, 0.5212 mmol),Cs2CO3 (508.7 mg, 1.561 mmol),BINAP (34.6mg, 0.0556mmol) andPd(OAc) 2 (12.8 mg, 0.0570 mmol)The mixture was dissolved in 1,4-dioxane (10 mL). The reaction mixture is at 100 C,Stir for 4 hours in a nitrogen atmosphere.After the reaction was completed, it was concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (DCM / MeOH (v/v) = 50/1)The title compound was obtained as a white solid (54.4mg, yield: 22.7%).

The synthetic route of 1-Methylbenzoimidazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10394-38-4, A common compound: 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 4 1-(3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((1-methyl-1H-benzo[d]imidazol-5-yl)amino)pyrimidin-4-yl)oxy)naphthalen-1-yl)urea To a solution of Intermediate C1 (155 mg, 80% purity, 0.236 mmol) in DMF (2.0 mL) was added p-TSA.H2O (90 mg, 0.47 mmol) and 1-methyl-1H-benzo[d]imidazol-5-amine (49 mg, 0.33 mmol). The resulting mixture was heated at 60 C. for 16 hr and was then cooled to RT and partitioned between saturated aq. NaHCO3 (40 mL) and EtOAc (25 mL). The organic layer was separated and washed with water (2*50 mL) and brine (50 mL) and then dried and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, 40 g, 0-30% MeOH in DCM, gradient elution) and by preparative HPLC to afford the title compound, Example 4, as a pale pink solid (15 mg, 9%); Rt 1.96 min (Method 2, acidic); m/z 638 (M+H)+, (ES+); 1H NMR delta: 1.30 (9H, s), 2.39 (3H, s), 3.74 (3H, s), 6.42 (1H, s), 6.46 (1H, d), 7.23-7.31 (2H, over-lapping m), 7.37 (2H, d), 7.40 (1H, d), 7.47 (2H, d), 7.55 (1H, dd), 7.61 (1H, dd), 7.77 (1H, br s), 7.83 (1H, d), 7.88 (1H, d), 8.00 (1H, s), 8.07 (1H, d), 8.36 (1H, d), 8.86 (1H, s), 9.18 (1H, s), 9.42 (1H, s).

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, 1-Methylbenzoimidazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOPIVERT PHARMA LIMITED; Duffy, Lorna Anne; King-Underwood, John; Longshaw, Alistair Ian; Murray, Peter John; Onions, Stuart Thomas; Taddei, David Michael Adrien; Williams, Jonathan Gareth; Ito, Kazuhiro; Charron, Catherine Elisabeth; US2015/203475; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem