4887-88-1 Archives - Imidazoles-derivatives

16-Sep-2021 News Some tips on 4887-88-1

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.

Related Products 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

Application of 5-Bromo-1H-benzo[d]imidazole

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5BrN2

To a solution of 5-bromo-1-(triphenylmethyl)-1H-benzimidazole and 6-bromo-1-(triphenylmethyl)-1H-benzimidazole (1:1 mixture) (6.0 g, 13.7 mmol) in toluene (30 mL), was added tetrakis(triphenylphosphine) palladium(0) (0.8 g, 0.7 mmol), followed by a solution of sodium bicarbonate (2.9 g, 34.2 mmol) in water (15 mL). A solution of 3-formylphenylboronic acid (2.3 g, 15.0 mmol) in ethanol (8 mL) was then added and the reaction was heated at reflux overnight. After cooling, the bulk of the solvent was removed in vacuo, and the residue was partitioned between ethyl acetate and water. The organics were washed with brine, dried (Na2SO4), and concentrated in vacuo. Chromatography of the residue on silica gel (35-50% EtOAc/hexanes) provided the product as an inseparable mixture of trityl regioisomers, 3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]benzaldehyde and 3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]benzaldehyde. (M+1) 465.2 ES, 3.01 min and 3.05 min (LC-MS Method A).

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sources of common compounds: 4887-88-1

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 5-Bromo-1H-benzo[d]imidazole

To a solution of 3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]benzaldehyde and 3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]benzaldehyde (0.22 g, 0.47 mmol) in dichloromethane (5 mL) was added 1 drop of acetic acid, followed by 4,4-dimethylcyclohexylamine hydrochloride (78 mg, 0.47 mmol) and triethylamine (66 muL, 0.47 mmol). NOTE: If a free amine was used, triethylamine was not added. After stirring 60 min at room temperature, sodium triacetoxyborohydride (0.40 g, 1.9 mmol) was added and the reaction was stirred an additional 3 h. The reaction mixture was diluted with H2O and CH2Cl2. The layers were separated and the aqueous layer was extracted 2× CH2Cl2. The combined organics were washed with brine, dried over Na2SO4, and concentrated in vacuo. Chromatography provided the reductive amination product as a mixture of trityl regioisomers, (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]phenyl}methyl)amine and (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]phenyl}methyl)amine. (M+1) 576.4 ES, 2.40 min and 2.51 min (LC/MS Method A).

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

Extended knowledge of 5-Bromo-1H-benzo[d]imidazole

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

[00512] A. tert-Butyl S-bromo-lH-benzofcphimidazole-l-carboxylate. 5-Bromo- l H-benzo[d] imidazole (0.300 g, 1.52 mmol), di-tert-butyl dicarbonate (0.397 g, 1.82 mmol), triethyl amine (0.307 g, 3.04 mmol) and tetrahydrofuran (10 mL) were stirred at 25 C for 18 h. The solution was condensed under reduced pressure and the product was isolated using Biotage silica gel chromatography (0-80% ethyl acetate in hexanes). Fractions containing product were concentrated to give (0.398 g, 88% yield). MS (ESI) m/z 298 [M+ 1]+.

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 4887-88-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1H-benzo[d]imidazole, its application will become more common.

Synthetic Route of 4887-88-1,Some common heterocyclic compound, 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, molecular formula is C7H5BrN2, 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 above prepared 5-bromo-lH-benzo[d]imidazole (3.25 g, 22.1 mmol) in THF (65 mL) was added Boc20 (5.79 g, 26.5 mmol), Et3N (3.35, 33.15 mmol) and DMAP (270 mg, 2.21 mmol). The mixture was stirred at room temperature for 4 h, diluted with water (200 mL), extracted with ethyl acetate (200 mL). The organic layer was washed with water (2 x 100 mL) and brine (100 mL), dried over Na2S04, concentrated to give 0601-187 (4.8 g, 98%) as a oil. LCMS: 241 [M-55]+. 1H NMR (400 MHz, DMSO-<¾) delta 1.65 (s, 9H), 7.57 (dd, J; = 8.4 Hz, J2 = 20 Hz, 1H), 7.73 (d, J= 8.4 Hz, 1H), 7.88 (d, J = 9.2 Hz, 1H), 8.03 (d, J= 35.6 Hz, 1H), 8.70 (d, J= 8.0 Hz, 1H). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1H-benzo[d]imidazole, its application will become more common. Reference:
Patent; CURIS, INC.; BAO, Rudi; LAI, Chengjung; QIAN, Changgeng; WO2011/130628; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The important role of 4887-88-1

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

[00586] A. tert-Buty 5-bromo-lH-benzo[d]imidazole-2-carboxyIate. A solution of 5-bromo-lH-benzimidazole (1.06 g, 5.38 mmol), di-tert-butyl dicarbonate (1.3 g, 5.91 mmol), triethylamine (0.9 mL, 6.45 mmol) and dimethylaminopyridine (few crystals) in anhydrous tetrahydrofuran (15 mL) was allowed to stir at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the crude product was purified by Biotage chromatography (0-55% ethyl acetate in hexanes) to provide the desired product (0.85 g, 54%) as a white solid. MS (ESI) m/z 297.3 [M+l]+.

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Analyzing the synthesis route of 4887-88-1

Statistics shows that 5-Bromo-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 4887-88-1.

Related Products of 4887-88-1, These common heterocyclic compound, 4887-88-1, name is 5-Bromo-1H-benzo[d]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.

Step C – Methyl 5-{5-bromo-1 A£benztmidazoi-1-yl)-3-{[f°/£ butyl{dimethyi)si.yl]oxy}thlophene-2-carboxyiate and methyl 5-(6-bromo1 H- be?zimldazo.-1-yl)-3″{[/erf”btyf(dimethyi)silyl]oxy}thiophene-2-carboxy.ate {title compounds)To a solution of crude, impure 5-bromobe?zimidazo.e (48.2 g) and methyl 2- chioro-3-oxo-2,3-dihydrothiophene-2-carboxylate (42 g, 220 mmol) In 800 mL of CHCl3 was added Mmethyiimidazote (28 rrsL, 350 mmol). After 16 h, N- roethyl imidazole (17 mL, 220 mmol) and (38 g, 240 mmoi) was added. When TLC showed the reaction to be complete, the solution was diluted with water. The layers were separated. The organic phase was washed with water, dried over MgSO4 and concentrated onto ceiite. The crude mixture was purified by flash column chromatography (Q- 25% EtOAc:hexa?es) in batches to separate the 2 regioisomers, giving 33.5 g of Intermediate 4 eluiing first and 29.2 g of Intermediate 5 elupsilonti?g second (58%), (Intermediate 4, 5~thetar) 1H NMR (400 MHz, drthetayUSDG) delta 8.77 (s, 1H)1 8.01 (d J – 1.6 Hz, IH), 7.76 (d, J -8.8 Hz1 IH)1 7.56{dd, J ^8.8 and 1.6 Hz5 1 H)1 7.25 (s, 1 H), 3.76 (s, 3H)1 0.99 {s, 9H), 0.27 (ss 6H). (trfermediate 5, 6- Br) 1H NyR (400 MHz1 (J6-DMSO) delta 8.71 (S1 1H), 7.88 (d, ./ – 1 ,6 Hz, 1H), 7,73 (d, J ^ 8.8 Hz5 I H), 7.50 (, ./=8.8 and 2.0 Hz1 I H)1 7.28 (s, 1H)1 3.77 (s, 3H), 0.99 (s, 9H), 0.26 (s, 6H).

Statistics shows that 5-Bromo-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 4887-88-1.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143456; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sources of common compounds: 5-Bromo-1H-benzo[d]imidazole

To a mixture of 5-bromo-1 H- benzimidazole (43.78 g, 222.0 mmol) in chloroform (800 mL) was added N-methylimidazole (44.5 mL, 560.0 mmol), followed by methyl 2-chloro-3-oxo-2,3-dihydro-2-thiophenecarboxylate (44.8 g, 233.0 mmol). The reaction was stirred 20 h at room temperature, then N- methylimidazole (18.0 mL, 226.0 mmol) was added, followed by X- butyldimethylsilylchloride (36.8 g, 245.0 mmol). The reaction was stirred 1 hr, then quenched with MeOH and poured into DCM and water. The aqueous layer was extracted with DCM (3x). The combined organics were then dried over Na2SO4, concentrated and chromatographed on silica gel, eluting with a 50-to-75% gradient of 25% EtOAc in hexane/hexane to give 25.18 g (24%) of the title compound. MS (ESI): 467 [M+H]+.

Application of 5-Bromo-1H-benzo[d]imidazole

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-Bromo-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 4887-88-1, The chemical industry reduces the impact on the environment during synthesis 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

To a solution of (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]phenyl}methyl)amine and (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]phenyl}methyl)amine (0.18 g, 0.31 mmol) in tetrahydrofuran (3 mL) were added water (3 mL) and acetic acid (3 mL). The reaction mixture was heated at reflux for 1 h, then was allowed to cool to room temperature and was treated with 10% HCl (aq) until pH 2. The mixture was washed 2× EtOAc, then the aqueous phase was treated with solid K2CO3 until it reached pH 10, at which point it was extracted 3× CHCl3. The combined CHCl3 extracts were dried (Na2SO4) and concentrated in vacuo. The residue was taken up in Et2O and enough acetone to dissolve completely, then 4M HCl in dioxane was added until no more solid crashed out. The white solid was collected by filtration and dried under vacuum, providing the product {[3-(1H-benzimidazol-5-yl)phenyl]methyl}(4,4-dimethylcyclohexyl)amine hydrochloride (M+1) 334.2 ES, 1.30 min (LC/MS Method A).

Some tips on 4887-88-1

Related Products of 4887-88-1,Some common heterocyclic compound, 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, molecular formula is C7H5BrN2, 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-bromo-1H-benzimidazole (1.0 g, 5.1 mmol) in dichloromethane (25 mL) was added triethylamine (3.6 mL, 25.5 mmol) followed by di-t-butyldicarbonate (3.3 g, 15.2 mmol) and 4-(dimethylamino)-pyridine (cat). The reaction was stirred at room temperature for 30 min, then was quenched with H2O. The layers were separated and the aqueous extracted 2¡Á CH2Cl2. The combined organics were dried (Na2SO4), concentrated in vacuo, and chromatographed (10-20% EtOAc/hexanes). This provided the product as the two Boc regioisomers which were separated and characterized but not assigned as to the specific regioisomer. The more polar isomer was used for the subsequent reactions.Isomer a (less polar): 1H NMR (400 MHz, CDCl3): delta-8.40 (s, 1H), 7.92 (s, 1H), 7.86 (d, 1H, J=8.5 Hz), 7.49 (d, 1H, J=8.5 Hz), 1.69 (s, 9H).Isomer b (more polar): 1H NMR (400 MHz, CDCl3): delta-8.38 (s, 1H), 8.18 (s, 1H), 7.63 (d, 1H, J=8.5 Hz), 7.46 (d, 1H, J=8.5 Hz), 1.69 (9H).