Tag: M.W=100-200

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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H6N2O2

To a solution of N-(2,3-dihydrobenzofuran-5-yl)-4-iodopyridin-2-amine (300 mg, 0.88 mmol) in DMF (3 mL) was added methyl 1H-imidazole-4-carboxylate (167 mg, 1.3 mmol), potassium phosphate (564 mg, 2.6 mmol) and L-Proline (20 mg, 0.17 mmol) under a nitrogen atmosphere. The reaction mixture was purged with nitrogen for 10 min, then copper iodide (33 mg, 0.17 mmol) was added, and then the reaction mixture was stirred for 15 h at 140 C. in a sealed glass tube. Reaction mixture was cooled and filtered through Celite, and the filtrate was diluted with water and extracted with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered, and evaporated under reduced pressure, and the residue was purified by gradient column chromatography using ethyl acetate in n-hexane as eluent to afford methyl 1-(2-((2,3-dihydrobenzofuran-5-yl)amino)pyridin-4-yl)-1H-imidazole-4-carboxylate as a yellow semi-solid (0.10 g, 17%). LC-MS calcd exact mass 336.12, found m/z 337.2 [M+H]+.

According to the analysis of related databases, 17325-26-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Asana Biosciences, LLC; Venkatesan, Aranapakam M.; Thompson, Scott K.; Smith, Roger A.; Reddy, Sanjeeva P.; (166 pag.)US2016/362407; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 17289-26-8, name is 1-Methyl-1H-imidazole-4-carbaldehyde, 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. Quality Control of 1-Methyl-1H-imidazole-4-carbaldehyde

A 10 litre round bottomed flask fitted with an overhead stirrer with a large paddle was charged with 5- bromo-2-(4-chlorobenzoyl)-3-fluorobenzoic acid (178.25 g; 0.5 mol) and anhydrous THF (2610 mL) added. This solution was cooled to -5CPatent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1, 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. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

COMPOUND 14.1. 6: N, N-DIETHYL-4-r6-METHOXY-2-Lt5-METHYL-lH- IMIDAZOL-4-YL)METHYL]-7-(PYRIDIN-3-YLOXY)-1,2,3,4- TETRAHYDROISOQUINOLIN-1-YL] BENZAMIDE; To INTERMEDIATE 10.2. 4 (52 mg, 0.097 mmol) was added a solution of hydrogen chloride in 1,4-dioxane (4M, 1 mL) at RT and the mixture was stirred for 1 hr. Solvent was removed by applying a stream of nitrogen and followed by under vacuum. The dried residue was re-dissolved in 1,2-dichloroethane (5 mL). To this solution added4-methyl-lH-imidazole-5-carboxaldehyde (13 mg, 0.1176 mmol, 1.2 eq) and sodium triacetoxyborohydride (62 mg, 0.294 mmol, 3eq) and stirred at room temperature overnight. The reaction. mixture was then quenched with saturated aqueous sodium bicarbonate (2 mL), extracted with ethyl acetate (2 x 10 mL}. The extracts were washed with brine (2 x 5 mL), dried over MgS04, concentrated. Product was purified by flash chromatography to afford COMPOUND 14. 1.6 (8 mg, 0.015 mmol, 14%). 1HNMR (500 MHz, CD30D): 8 1. 25 (br s, 3H), 1.33 (br s, 3H), 1.05 (s, 3H), 2.62 (m, 1H), 2.91 (m, 1H), 3.12 (m, 1H), 3.19 (m, 1H), 3,21 (br s, 2H), 3.35 (s, 3H), 3.36 (d, J 13 Hz, 1H), 3.59 (br s, 2H), 3.67 (d, J 13 Hz, 1H), 3.75 (s, 3H), 4.61 (s, 1H), 6.40 (s, 1H), 6. 88 (s, 1H), 7. 12-8. 00 (m, 8H), 8.18 (s, 1H). 13C NMR (125 MHz, CD30D) : 8 9.42, 11.89, 13. 18, 28.47, 39.73, 43.80, 49.42, 53.61, 55. 18, 67.96, 112.77, 122. 14,124. 43,126. 20,129. 78, 130. 98, 133.37, 136.06, 137.59, 141.00, 142.11, 145.98, 150.22, 156.00, 172.33. (+) LRESIMS m/z 526 [M+H] +.

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

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1262035-61-9, A common heterocyclic compound, 1262035-61-9, name is 5-Bromo-1-cyclopropyl-1H-imidazole, molecular formula is C6H7BrN2, 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.

Step 1 4-[(3-Cyclopropyl-3H-imidazol-4-yl)-hydroxy-methyl]-benzonitrile In a 10 mL two-necked flask, 5-bromo-l-cyclopropyl-lH-imidazole (intermediate lc’, 107 mg, 572 muiotaetaomicron, Eq: 1.00) was combined with DCM (3 ml) to give a colorless solution. Isopropyl magnesium chloride, lithium chloride complex (484 mu, 629 muiotaetaomicron, Eq: 1.1) was added within 2min (white precipitate). After stirring for 80min., the reaction flask was cooled to 0C, and a solution of 4-formylbenzonitrile (90.0 mg, 686 muiotaetaomicron, Eq: 1.2) in DCM (2 ml) was added dropwise. The reaction was allowed to proceed at rt for 2 h when TLC showed that the reaction was complete. Work up: The reaction mixture was quenched with 3ml sat. NH4C1, then poured into 6ml sat. NaHC03 and extracted with DCM (2X 25ml). The organic layers were washed with brine, combined, dried over Na2S04, and concentrated i. V. The crude material was purified by flash chromatography (silica gel, 20g, 2% to 10% MeOH in DCM) to yield 81 mg of the title compound as white foam. MS (ESI): 240.1 [M+H]+.

The synthetic route of 1262035-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 772311-98-5,Some common heterocyclic compound, 772311-98-5, name is 4-((2-Methyl-1H-imidazol-1-yl)methyl)aniline, molecular formula is C11H13N3, 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.

A slurry of N,lambda^-bis(fer?-butoxycarbonyl)-lH-pyrazole-l-carboxamidine (5.0 g, 16.1 mmol) and 4-(2-methylimidazol-l-ylmethyl)phenylamine (3.0 g, 16.1 mmol) in DMF (11 rnL) was stirred for 64 h. The resulting clear solution was poured into 100 rnL water and extracted with DCM (2×200 rnL) and ethyl acetate (1×100 rnL). The organic layers were combined and washed with brine (50 rnL), dried (Na2SO4), and concentrated in vacuo. The residual material was partially purified by silica gel column chromatography (0-20% MeOH in DCM with 0.05% ammonium hydroxide) to afford the title compound as a slightly impure yellow oil (6.6g, 95%)[0231] 1H NMR (500 MHz, DMSO-J6) delta 1.45 (br s, 18H), 2.23 (s, 3H), 5.10 (s, 2H), 6.75 (d, J = 0.8 Hz, IH), 7.08-7.16 (m, 3H), 7.52 (d, J = 8.4 Hz, 2H), 9.98 (s, IH), 11.39 (s, IH) MS (ES+): m/z 430 (M+H)+

The synthetic route of 772311-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4887-88-1, 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. 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

To a 0 C solution of 5-bromo-lH-benzimidazole (10.2 mmol) in dichloromethane (30 mL) was dropwise added bis( 1,1 -dimethylethyl) dicarbonate (1 1.2 mmol) and triethylamine (15.2 mmol). The reaction mixture was then stirred at room temperature overnight. The mixture was washed with water (3 x 10 mL) and brine, then dried over sodium sulfate, filtered, and concentrated in vacuo to afford the crude product.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE LLC; CHAUDHARI, Amita, M.; HALLMAN, Jason; LAUDEMAN, Christopher, P.; MUSSO, David, Lee; PARRISH, Cynthia, A.; WO2011/66211; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53316-51-1, name is 4,5-Dimethyl-1H-imidazole hydrochloride, 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 53316-51-1, COA of Formula: C5H9ClN2

A solution of 4,5-dimethylimidazolium hydrochloride (82) (8.00 g, 60.3 mmol) in anhydrousDMSO (100 mL) was treated with solid 90% KOH (11.20 g, 180 mmol) and bromoethane (4.9 mL, 65mmol). The obtained mixture was stirred under argon and heated at 40C for 16 hours. The reaction mixture was poured into ice-water (500 mL), treated with SN NaOH and extracted with DCM/THF (9:1, 2 x 200 mL). The extract was washed with water (100 mL), dried over Na2CO3, and the solvent was removed under reduced pressure to give 1-ethyl-4,S-dimethylimidazole (87-0) (5.43 g, 73% 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, 4,5-Dimethyl-1H-imidazole hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; (0 pag.)WO2018/161025; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2849-93-6, 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. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1H-benzo[djimidazole-2-carboxylic acid (161 mg, 990 imol, 1.2 eq) in 2 mL of DMF was added HATU (377 mg, 990imol, 1.2 eq) and TEA (167 mg, 1.6 mmol, 229 tL, 2.0 eq). The mixture was stirred at 15 Cfor 0.5 hour, then tert-butyl N-[(1R,3S)-3-(ethylamino)cyclohexylj carbamate, compound 2,(200 mg, 825 imol, 1.0 eq) was added and the resulting reaction mixture was stirred at 15 Cfor additional 15.5 hours. The reaction mixture was partitioned between 5 mL of water and 5 mL of ethyl acetate. The organic phase was separated, washed twice with 10 mL of brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give an oil. The oil was purified by prep-TLC (Si02, eluting with petroleum ether: ethyl acetate = 1:1) to give 150mg of compound 65 (388 imol, 47% yield) as a colorless gum.

The synthetic route of 1H-Benzimidazole-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 17325-26-7, These common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-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 5-fluoro-indan-1-ol (0.293 g, 1.925 mmol) and methyl 4- imidazolecarboxylate (CASNo. 17325-26-7, 0.163 g, 1.290 mmol) in.THF (10 mL) at 0 0C is added pMe2NPhP(Ph)2 (0.619 g, 1.925 mmol) and diisopropyl azodicarboxylate (94%, 0.414 g, 1.925 mmol). After 1 hour the mixture is warmed to room temperature and after 18 hours it is diluted with ethyl acetate and extracted with 1M aqueous HCI. The extracts are cooled to 0 0C, and the pH is adjusted to ca. 9 with ice-cold 4M aqueous NaOH. The basic aqueous phase is extracted three times with dichloromethane, and the combined organic phases are dried over magnesium sulfate, filtered through a cotton plug, and concentrated. The resulting residue is purified by silica gel flash chromatography (elution with dichloromethane- methanol, 1 :0 to 99:1 to 49:1) to afford 3-(5-fluoro-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; MS: (ESI) m/z 261.0 (M+H) The HCI salt of the title compound can be prepared by dissolution in diethyl ether followed by treatment with an excess of 1 N HCI in diethyl ether. The resulting heterogeneous solution is concentrated to furnish the HCI salt of 3-(5-fluoro-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; 1H NMR (400 MHz1 CDCI3) delta ppm 2.06 – 2.20 (m, 1 H), 2.71 – 2.85 (m, 1 H), 2.87 – 3.00 (m, 1 H), 3.00 – 3.14 (m, 1 H), 3.87 (s, 3 H)1 6.47 (dd, J=7.7, 4.7 Hz, 1 H), 6.88 – 6.97 (m, 1 H), 7.01 (dd, J=8.6, 2.3 Hz1 1 H), 7.16 (dd, J=8.6, 5.1 Hz, 1 H), 7.19 (s, 1 H)1 7.77 (s, 1 H).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2008/76336; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 33543-78-1, The chemical industry reduces the impact on the environment during synthesis 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, I believe this compound will play a more active role in future production and life.

a solution of 3.65 g of 1,8-diazabicyclo[5.4.0]undec-7-ene in 10 ml of chloroform is added dropwise over 20 minutes at a temperature close to 20¡ã C. to a solution of 2.8 g of ethyl imidazole-2-carboxylate and 6.1 g of 2-bromo-5-chloro-1-indanone. After stirring for 2 hours and adding 100 ml of distilled water, the mixture is extracted 3 times with a total of 75 ml of chloroform and the organic extracts are pooled, dried over anhydrous magnesium sulphate and concentrated to dryness under reduced pressure (15 mmHg; 2 kPa) at 50¡ã C. After silica gel chromatography with a dichloromethane-ethyl acetate mixture (70-30 by volume), 1 g of ethyl 1-(5-chloro-1-oxo-2-indanyl)imidazole-2-carboxylate is obtained in the form of a thick yellow oil Rf=0.3, thin-layer chromatography on silica gel; solvent: dichloromethane-ethyl acetate (70-30 by[volume)]. The 2-bromo-5-chloro-1-indanone can be prepared as described in German Patent 2,640,358.

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; Rhone-Poulenc Rorer S.A.; US5677306; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem