Month: September 2021

Related Products of 2963-77-1,Some common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, molecular formula is C13H11N3, 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.

General procedure: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

The synthetic route of 2963-77-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 20485-43-2,Some common heterocyclic compound, 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, molecular formula is C5H6N2O2, 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.

Example 135 (S,Z)-N-(1-(2-chloro-6-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)pyrrolidin-3-yl)-1-methyl-1H-imidazole-2-carboxamideTo a 50 mL vial charged with a magnetic stir bar was added (S,Z)-5-(2-(3-aminopyrrolidin-1-yl)-3-chlorobenzylidene)thiazolidine-2,4-dione (75 mg, 0.23 mmol) (Example 86), 1-methyl-1H-imidazole-2-carboxylic acid (87 mg, 0.69 mmol), HATU (220 mg, 0.58 mmol) and dichloromethane (5 mL). Hunig’s base (0.202 mL, 1.16 mmol) was then added and the mixture was stirred at rt for 4 h. The reaction was then diluted with dichloromethane and washed with water. The mixture was separated with a phase separator tube and the organic phase was evaporated to dryness. The residue was purified by reverse phase chromatography to afford the title compound as a yellow solid (21 mg, 21%). 1H NMR (400 MHz, DMSO-d6) delta ppm 7.89 (s, 1H) 7.51 (dd, 1H) 7.41 (dd, 1H) 7.18-7.27 (m, 2H) 7.01 (s, 1H) 4.67-4.77 (m, 1H) 4.00 (s, 3H) 3.63-3.75 (m, 2H) 3.47-3.54 (m, 1H) 3.36-3.47 (m, 1H) 2.39-2.51 (m, 1H) 2.14 (dd, 1H); m/z 432.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-2-carboxylic acid, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2011/218182; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, belongs to imidazoles-derivatives compound, 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 89830-98-8, Quality Control of 5-Cyclopropyl-1H-imidazole

[00400] A mixture of Example 61f (300 mg, 0.63 mmol), Example 61g (204 mg, 1.89 mmol), 8- quinoline (36 mg, 0.25 mmol), Cs2C03(411 mg, 1.26 mmol) and Cu20 (36 mg, 0.25 mmol)in BuCN (5 mL) was stirred at 120°C for 16 h under N2. Then the solution was filtrated and purified by Prep-HPLC, followed by Prep-TLC (DCM/MeOH= 20/1) to give thedesired product Example 61 (6.6 mg, yield 2percent) as a white solid. LCMS [M+l] + = 456.0. NMR (400 MHz, DMSO- 6) delta 11.25 (s, 1H), 8.67 (s, 1H), 8.04 (t, J= 7.9 Hz, 1H), 7.85 (t, J= 7.0 Hz, 2H), 7.76 (s, 1H), 7.62 (s, 1H), 7.34 (s, 1H), 7.10 (s, 1H), 4.37 (m, 2H), 4.25 (t, J= 8.5 Hz, 2H), 2.47 (m, 2H), 2.19 (s, 3H), 1.96 (m, 2H), 1.82 (m, 1H), 0.82-0.73 (m, 2H), 0.69 (d, J= 4.4 Hz, 2H).

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, 5-Cyclopropyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (214 pag.)WO2019/51265; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33543-78-1, 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. 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Imidazole-2-carboxylic acid ethyl ester 1 (100 mg, 0.71 mmol) was dissolved in 10 ml of THF, sodium hydride (43 mg, 1.78 mmol) was slowly added under an ice bath for activation for 1 h, and iodomethane (507 mg, 3.57 mmol) was added,After the addition, the reaction was performed at room temperature for 1h. TLC detection reaction is complete,Stop the reaction,Concentrate under reduced pressure to remove the solvent,Add water to dissolve,Ethyl acetate extraction (3×20ml),Combine organic layers,Wash with saturated saline,Dry over anhydrous sodium sulfate and filter,Concentrate to get crude product.Purified by column chromatography (PE:EA=1:1) to obtain yellow oily liquid,Compound 1-methyl-1H-imidazole-2-carboxylic acid ethyl ester 1b(98 mg, yield 89%).

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, Ethyl 1H-imidazole-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan University; Li Guobo; Wang Zhenling; (40 pag.)CN111187218; (2020); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, belongs to imidazoles-derivatives compound, 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 2620-76-0, HPLC of Formula: C19H13BrN2

[0104] Compound 26: A mixture of Compound 25 (4- (diphenylamino)phenyl)boronic acid (900 mg, 3.1 mmol), Compound 9 (1.09 g, 3.1 mmol), Pd(PPh3)4 (180 mg, 0.16 mmol) and K2CO3 (1.38 g, 10 mmol) in 1,4- dioxane/H2O (25 mL/5 mL) was degassed and the resulting mixture was heated at about 100 0C overnight under an argon atmosphere. After cooling to room temperature, the resulting mixture was poured into water, extracted with ethyl acetate (100 mL x 2). The organic phase was dried over Na2SO4 and filtered. After addition of hexanes (100 mL), a yellow precipitate formed after about one hour. Filtration gave a yellow solid (760 mg) and the filtrate was absorbed on silica gel and purified by flash chromatography to give a yellow solid (200 mg). The total amount of product (Compound 26) was 960 mg in 62% yield.

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, 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, Shijun; CAYAS, Jensen; LI, Sheng; MOCHIZUKI, Amane; CHAF, Hyunsik; HARDING, Brett, T.; WO2011/8560; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 71759-89-2, These common heterocyclic compound, 71759-89-2, name is 5-Iodo-1H-imidazole, 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 4-iomethyl-1H-imidazole (970 mg, 545 mmoles) in DMF (10 mL) is added NaH 60% dispersion inmineral oil (220 mg, 5.5 mmoles). The reaction mixture isheated at 50 C. for 1 h, then 2-bromoethylbenzene (781 f.LL,5.5 mmoles) and a catalytic quantity oftetrabutylammoniumbromide are added to the mixture. The reaction mixture is50 then heated at 80 C. for 5 hours. Half-saturated ammoniumchloride solution is added, and the aqueous phase is extractedthree times with Et20. The organic phase is washed withwater, brine, dried over magnesium sulphate, filtered and the solvent is removed under reduced pressure. The residue is purified by silica gel chromatography using (heptane:AcOEt)as eluentwithagradientfrom (95:5)to (60:40)to give4-iodo-1-phenethyl-imidazole and 5-iodo-1-phenethyl-imidazole.4-iodo-1-phenethy 1-imidazole1H NMR: 7.38-7.15 (m, 4H), 7.10-6.96 (m, 2H), 6.93 (s,lH), 4.14 (t, J=8.5 Hz, 2H), 3.04 (t, J=8.5 Hz, 2H).5-iodo-1-phenethyl-imidazole1H NMR: 7.41 (s, lH), 7.36-7.18 (m, 3H), 7.15-7.00 (m,3H), 4.15 (t, J=8.6 Hz, 2H), 3.04 (t, J=8.6 Hz, 2H).

Statistics shows that 5-Iodo-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 71759-89-2.

Reference:
Patent; BIOPROJET; Berrebi-Bertrand, Isabelle; Billot, Xavier; Calmels, Thierry; Capet, Marc; Krief, Stephane; Labeeuw, Olivier; Lecomte, Jeanne-Marie; Levoin, Nicolas; Ligneau, Xavier; Robert, Philippe; Schwartz, Jean-Charles; (73 pag.)US9255101; (2016); B2;,
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. 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C11H12N2O3

The 44g intermediate 2-ethoxy -1H-benzimidazole-7-carboxylic acid methyl ester and 300 ml of methanol are added to a reaction flask, opening stirring, add 120g10percent sodium hydroxide solution, to return thermal insulation reaction, with used in HPLC. After the reaction is complete, cooling to 15-25°C, dropwise 10percent dilute hydrochloric acid, to pH adjusting 1-2, stirring the accent finishes 1h, filtering, used 30 ml purified water washing, filtering to dry, for 55-65 °C reduced-pressure drying to the stem, be 2-ethoxy -3H-benzimidazole-7-carboxylic acid 37.9g, yield 92.0percent, purity 98.3percent

The synthetic route of 150058-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Long days Chongqing Pharmaceutical Co., Ltd; Meng, Wenxue; Long, Daobing; Chen, Shunxiang; (14 pag.)CN105622595; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H5ClN2O2S

To a precooled (0 C) solution of intermediate 2.66 (18 mg, 0.074 mmol) and triethylamine (30 muL, 0.2 mmol) in dichloromethane (0.5 mL) was added 1-methyl-1H- imidazole-4-sulfonyl chloride (20. mg, 0.11 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 18 h, then diluted with wet DMSO (1 mL), filtered through Celite and purified via mass-directed isolation using ultra-performance liquid chromatography (6.3 mg, 22% yield).1H NMR (500 MHz, Acetonitrile-d3) d 8.56 (s, 1H), 7.69 (s, 1H), 7.66 (dd, J = 11.8, 2.4 Hz, 1H), 7.59 (d, J = 1.4 Hz, 1H), 7.37 (t, J = 8.6 Hz, 1H), 7.21 (dd, J = 8.7, 2.1 Hz, 1H), 3.72 (s, 3H), 3.63 (dd, J = 10.4, 7.9 Hz, 1H), 3.50- 3.40 (m, 2H), 3.40- 3.32 (m, 1H), 3.00 (p, J = 7.6 Hz, 1H), 2.14- 1.96 (m, 2H); AMM 409.0521 (ESI) m/z [calc for C15H16ClFN4O3SNa (M+Na)+ 409.0513].

According to the analysis of related databases, 137049-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); 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. 50995-95-4, name is 2-Propylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 50995-95-4

Preparation of 6-(2-propylimidazol-l -vDpurine. A suspension of 2′,3′,5′-tri-O-acetylinosine (1.58 g, 4.0 mmol), 2- propylimidazole (1.60 g, 14.4 mmol), Ph3P (2.58 g, 9.6 mmol), I2 (2.14 g, 8.32 mmol), and EtN(Z-Pr)2 (3.6 mL, 2.67 g, 20.2 mmol) in dried toluene (40 mL) was stirred at 95 C for 4 h. Volatiles were evaporated in vacuo, and the residue was extracted with boiling EtOAc. The combined extracts were evaporated to dryness, and the residue was chromatographed (CH2Cl2ZMeOH, 1 :40) to give a solid contaminated with Ph3PO. This material was dissolved in AcOH (160 mL), and AcCl (2.2 mL, 2.43 g, 31 mmol) was added. The solution was stirred at 65 C overnight, and volatiles were evaporated in vacuo. The residue was dissolved in CH2Cl2 and extracted with 0.1 N NaOHZH2O. The aqueous layer was washed (CH2Cl2), and precipitation with CO2 followed by filtration and thorough washing (H2O) gave a solid (0.66 g, 72%). This material was dissolved in MeOH and decolorized with charcoal. Recrystallization (MeOH) gave 6-(2-propylimidazol-l- yl)purine as a colorless solid: mp 242.5-243.5 C; UV (MeOH) max 278 nm (epsilon 13 700), min 235 nm (epsilon 5000); 1H NMR (300 MHz5 DMSO-^6) delta 13.90 (br s, IH), 8.86 (s, IH), 8.69 (s, IH), 8.36 (s, IH), 7.07 (d, J= 1.5 Hz, IH), 3.18 (t, J= 7.3 Hz, 2H), 1.72 (sext, J= 7.3 Hz, 2H), 0.93 (t, J= 7.3 Hz, 3H); 13C NMR (75 MHz, CDCl3) delta 155.5, 152.0, 149.8, 146.9, 145.8, 128.5, 123.6, 121.4, 32.2, 21.5, 14.5; HRMS m/z 228.1109 (M+ [C11H12N6] = 228.1123). Anal. Calcd for CnH12N6: C, 57.88; H, 5.30; N, 36.82. Found: C, 58.09; H, 5.19; N, 37.00.

The synthetic route of 50995-95-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRIGHAM YOUNG UNIVERSITY, TRANSFER TECHNOLOGY OFFICE; WO2006/138396; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 41716-18-1, The chemical industry reduces the impact on the environment during synthesis 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 11-Methyl-N-(tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]-1H-imidazole-4-carboxamideA mixture of N-[3-(trifluoromethoxy)benzyl]tetrahydro-2H-pyran-4-amine (450 mg), 1-methyl-1H-imidazole-4-carboxylic acid (210 mg), EDC.HCl (320 mg), HOBt (250 mg) and acetonitrile (5 mL) was stirred at room temperature for an hour.Acetonitrile was distilled off under reduced pressure and an aqueous solution of 6 M sodium hydroxide was added.Extraction was conducted with ethyl acetate and the solvent was concentrated.The residue was purified by column chromatography (NH silica gel cartridge; ethyl acetate) to give the titled compound (90 mg).

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-Methyl-1H-imidazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; US2012/10414; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem