Month: May 2021

These common heterocyclic compound, 10057-46-2, name is 2-Amino-5-(trifluoromethyl)benzoimidazole, 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. HPLC of Formula: C8H6F3N3

48.8 mg (0.179 MMOL) 4,32. 8 mg (0.163 mmol) 5,68 mg (0.212 mmol) TBTU and 7.5 mg (0.049 MMOL) HOBT are dissolved in 1.8 ml DMF and treated with 0. 11 ML (0. 652 MMOL) DIPEA. After three hours of stirring at room temperature, approx. 2 ML water are added to the reaction mixture, whereby a precipitate is obtained. The precipitate is filtered by suction, washed with water and digested with little methanol. Yield : 27.5 mg (37%) 6, colourless solid

The synthetic route of 2-Amino-5-(trifluoromethyl)benzoimidazole has been constantly updated, and we look forward to future research findings.

6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, 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. COA of Formula: C8H7ClN2O

N-Methyl-2-methanol-5-chlorobenzimidazole 49 was prepared according to using the procedure by Harisha et al. [28] A solution of 5-chloro-(1H-benzimidazole-2-yl)-methanol 28 (1.50 g, 8.20 mmol), and sodium hydroxide (0.33 g, 8.2 mmol) were stirred in dry acetone (30 mL) for 30 min. Then, iodomethane (1.41 g, 8.20 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was concentrated to a quarter and then poured into ice-cold water. The solid was filtered and washed with 50% HCl to neutralize the excess potassium carbonate. The solid was washed with cold water (100 mL) and aqueous ethanol. The product was purified by column chromatography (9:1 chloroform/ethanol) to give the desired product 38 as bright orange crystals Yield 9%.

The synthetic route of 6953-65-7 has been constantly updated, and we look forward to future research findings.

Reference of 38585-62-5, A common heterocyclic compound, 38585-62-5, name is (4-Methyl-1H-imidazol-5-yl)methanol hydrochloride, molecular formula is C5H9ClN2O, 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.

EXAMPLE 1 2,3,4,5-Tetrahydro-5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-1H-pyrido[4,3-b]indol-1-one. A mixture of 2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one (49.97 g), p-toluenusulphonic acid monohydrate (9.50 g) and 4-hydroxymethyl-5-methylimidazole hydrochloride (20.25 g) in N-methylpyrrolidinone (250 ml) was stirred and heated to 125 (over 1 h) The reaction was then heated at 125-130 for 4.5 h, during which time two further portions of 4-hydroxymethyl-5-methylimidazole hydrochloride (17.51 g and 6.88 g) were added. The reaction mixture was cooled, diluted with water (100 ml), and the stirred mixture was treated slowly with 8% aqueous sodium bicarbonate (750 ml). The resultant suspension was stirred in an ice bath for 1 h and then filtered to give a solid (57.64 g). A portion of this solid (11.09 g) was dissolved in dichloromethane (307 ml) and ethanol (166 ml), boiled with decolourising charcoal for 10 min and then filtered. The dichloromethane was distilled off at atmospheric pressure until the temperature of the mixture was at 65. The stirred mixture was cooled and the resulting precipitate was filtered off to give the title compound (9.28 g), t.l.c. (dichloromethane: ethanol: 0.88 ammonia, 50:8:1) Rf 0.55. 1 H-n.m.r (DMSO-d6): delta2.20(3H,s), 3.03(2H,t), 3.64(2H,m), 3.71(3H,s), 4.50(2H,s), 7.19(2H,m), 7.44(1H,s), 7.50(1H,d), 7.99(1H,d), 11.76(1H,s).

The synthetic route of 38585-62-5 has been constantly updated, and we look forward to future research findings.

70631-93-5, name is 5-Methyl-1H-imidazole-2-carboxylic acid, 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-Methyl-1H-imidazole-2-carboxylic acid

Example 527 2-(((3R,4S)-3-fluoro-1-(4-methyl-1H-imidazole-2-carbonyl)piperidin-4-yl)oxy)-5-(4-((4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)amino)-1,3,5-triazin-2-yl)benzonitrile 3-Fluoro-2-(((3R,4S)-3-fluoropiperidin-4-yl)oxy)-5-(4-((4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)amino)-1,3,5-triazin-2-yl)benzonitrile (82 mg, 0.15 mmol), HATU (117 mg, 0.31 mmol), TEA (76 mg, 0.62 mmol) and 4-methyl-1H-imidazole-2-carboxylic acid (41 mg, 0.31 mmol) were dissolved in DMF (4 mL) and stirred at room temperature overnight. The mixture was concentrated and the residue was purified by silica gel column with 5-20% MeOH in CH2Cl2 to give the product. 1H NMR (400 MHz, DMSO-d6) delta 12.63 (m, 1H), 10.12 (d, 1H), 8.83-8.34 (m, 2H), 7.83-7.33 (m, 4H), 6.76 (d, 1H), 5.91-5.55 (m, 1H), 5.37 (s, 1H), 5.08 (m, 3H), 4.51 (m, 4H), 4.30 (d, 1H), 3.79 (m, 1H), 3.43 (m, 1H), 3.13 (s, 4H), 2.40 (t, 4H), 2.15 (s, 3H), 1.65-1.98 (m, 2H).

The synthetic route of 70631-93-5 has been constantly updated, and we look forward to future research findings.

50257-40-4, name is 1-((2,4,6-Triisopropylphenyl)sulfonyl)-1H-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. SDS of cas: 50257-40-4

To a stirred suspension of NaH (60percent in oil dispersion) (2.9 g, 72 mmol) in dry THF (200 mL) at 0C was added in portions 16 (2.5 g, 15.8 mmol), followed by 2,4,6-triisopropyl-benzenesulfonylimidazole (13 g, 39.6 mmol), and the whole mixture was then stirred for 3 h. Cold H2O (80 mL) was added, and the resulting mixture was extracted with EtOAc (3 × 50 mL). The combined extracts were washed with brine (50 mL) and then dried (anhydrous Na2SO4). Evaporation of the solvent gave the crude product, which was purified by flash chromatography on silica gel (hexane/EtOAc, 50:1) to afford 17 (2.5 g, 42percent yield) as colorless oil. [alpha]D20 -2.0 (c = 1.00, CH2Cl2); 96percent ee; 1H NMR (300 MHz, CDCl3): delta 1.04 (t, J = 7.5 Hz, 3 H), 1.22-1.28 (m, 18 H), 2.02-2.07 (m, 2 H), 2.62-2.68 (m, 2 H), 2.81 (dd, J = 2.5, 4.8 Hz, 1 H), 2.90-2.93 (m, 2 H), 3.22-3.25 (m, 1 H), 4.12-4.16 (m, 2 H), 4.50-4.55 (m, 1 H), 7.18 (s, 2 H); 13C NMR (75 MHz, CDCl3): delta 12.4, 13.9, 22.9, 23.6, 24.7, 24.8, 29.8, 34.3, 45.5, 52.5, 72.9, 79.4, 85.2, 123.8, 130.7, 150.6, 153.7; HRMS (ESI): m/z [M+Na]+ calcd for C23H34O4SNa: 429.2070; found: 429.2073.

The synthetic route of 50257-40-4 has been constantly updated, and we look forward to future research findings.

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 178388-79-9 as follows. Recommanded Product: 178388-79-9

A mixture of compound 5b (128 mg, 0.3 mmol), imidazole-4-propionic acid (1.26 g, 9 mmol; 30 eq.; prepared from urocanic acid by catalytic hydrogenation using 10% Pd-C in acetic acid, following the procedure described in J. Altman, N. Shoef, M. Wilchek, and A. Warshawsky J. Chem. Soc., Perkin Trans. I, 1984, 59), copper powder (38 mg, 0.6 mmol; 2 eq.), potassium carbonate (83 mg, 0.6 mmol; 2 eq.) was flushed with anhydrous nitrogen and heated in a sealed tube at 190-200 C. (oil bath temp.) for 2 h. Upon cooling, to the mixture was added MeOH, and the insoluble material was filtered. The filtrate was concentrated in vacuo and purified by C-18 reverse phase column (YMC, eluting with 15% CH3CN-water containing 0.1% TFA) to obtain 12 mg (0.023 mmol, Y. 7.5%) of the title compound Example 329 as amorphous powder (about 1:1 mixture of two regio-isomers): HPLC purity 96% (AP, at 254 nm); MS (LC/MS) m/z 531 (M+H); 1H NMR (CD3OD) delta ppm 2.74, 3.00 (2H, 2t, J=7 Hz), 2.82, 3.11 (2H, 2t, J=7 Hz), 3.59 (4H, br, CH2N), 3.79 (4H, br, CH2N), 3.79, 4.10 (3H, 2s, CH3O), 6.73 (s), 7.33 (s), 7.48 (5H, br. s, Ar-Hs), 7.93 (br.s), 8.00 (s), 8.10 (s), 8.40 (s), 8.77 (s), 9.43 (br.s).

According to the analysis of related databases, 178388-79-9, the application of this compound in the production field has become more and more popular.

Reference of 914306-50-6, 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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

3.50 g (11.5 mmol) of 1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole are initially charged in 200 ml of 2-ethoxyethanol/water (ratio 3/1) and admixed with 1.84 g (5.2 mmol) of iridium(III) chloride trihydrate. The reaction mixture is heated at reflux for 18 h. After cooling, 50 ml of distilled water are added. The precipitate is filtered off, washed with distilled water and dried. This gives 3.50 g (80%) of ?-dichloro dimer D1 as a yellow powder. 1H NMR (CD2Cl2, 400 MHz):delta=0.95 (d, 12H), 1.18 (d, 12H), 1.27 (d, 12H), 1.34 (d, 12H), 2.80-2.91 (m, 8H), 6.08 (d, 4H), 6.24 (d, 4H), 6.39 (pt, 4H), 6.53 (pt, 4H), 6.97 (d, 4H), 7.39-7.45 (m, 8H), 7.59 (t, 4H), 7.67 (d, 4H).

The chemical industry reduces the impact on the environment during synthesis 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

Electric Literature of 2622-63-1,Some common heterocyclic compound, 2622-63-1, name is 1-Methyl-2-phenyl-1H-benzo[d]imidazole, molecular formula is C14H12N2, 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.

The synthesis of (L)2Ir(acac) is outlined in Scheme 13. To 2-ethoxyethanol (10 mL) was added 1 mmol of one of the compounds obtained in Examples 1, 2, or 4-9, and then added 1 mmol of iridium trichloride hydrate and water (3 mL). The reaction mixture was then stirred under nitrogen gas at 80° C. for 12 h. The mixture was cooled to room temperature and filtered. The collected solid was washed with ethanol and n-hexane several times, and dried under vacuum to produce cyclometalated Ir(II)-mu-chloro-bridged dimer. The iridium chloro-bridged dimer, acetylacetone (5 mmol), and Na2CO3 (10 mmol) was dissolved in 2-ethoxyethanol (15 mL) and the reaction mixture stirred under nitrogen at 80° C. for 6 h. The mixture was cooled to room temperature and filtered. The collected solid was sequentially washed with water, ethanol, and ether, and purified by vacuum sublimation to give the title compound. Example 14 Synthesis of Ir(Mpb)2(acac) (II-1) Mpb obtained in Example 1 was used as the ligand (L) to produce the title complex II-1 in a yield of 76percent according to the detailed steps described in Example 13. The X-ray structure of complex II-1 is shown in FIG. 2. The UV absorption spectrum and the phosphorescence emission spectrum of complex II-1 in dichloromethane are shown in FIG. 3. The complex II-1 emits a green light having a peak wavelength of 510 nm. 1H NMR (CDCl3, delta): 1.76 (s, 6 H), 4.25 (s, 6 H), 5.15 (s, 1 H), 6.38 (d, J=7.6 Hz, 2 H), 6.57 (t, J=8.0 Hz, 2 H), 6.78 (t, J=7.6 Hz, 2 H), 7.26 (t, J=8.4 Hz, 2 H), 7.37 (t, J=7.2 Hz, 2 H), 7.44 (d, J=8.4 Hz, 2 H), 7.65 (d, J=8.0 Hz, 2 H), 7.75 (d, J=8.4 Hz, 2 H). HRMS (EI): calculated for C33H29IrO2N4 (M+) 706.1920, measured 706.1926.

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-2-phenyl-1H-benzo[d]imidazole, its application will become more common.

Some common heterocyclic compound, 29528-28-7, name is 4-(1H-Imidazol-4-yl)aniline, molecular formula is C9H9N3, 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. COA of Formula: C9H9N3

Example 3; (4Z)-4-({[4-(1H-Imidazol-4-yl)phenyl]amino}methylene)-1,4-dihydro-3(2H)-isoquinolinone; A toluene (3 mL) solution containing (4E)-4-[(dimethylamino)methylene]-1,4-dihydro-3(2H)-isoquinolinone (300 mg, 1.48 mmol) and 4-(1H-imidazol-4-yl)aniline (265 mg, 1.66 mmol) is heated at 110 C. for 4 h. Using the same workup as example 1, 0.13 g (28%) orange solid is obtained: mp 151-152 C. (dec.); HRMS (ESI) m/z calcd for C19H16N4O 317.13969, found 317.13894 (M+H)+1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 29528-28-7, its application will become more common.

Application of 72459-46-2, 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. 72459-46-2, name is 1-(4-Bromobenzyl)-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 10 (1.00g, 4.00mmol) and K2CO3 (1.66g, 12.00mmol) in acetonitrile (20mL) was added dropwise diethylamine solution (1.20g, 16.00mmol) at room temperature for 2h. The solvent was evaporated in vacuo and the residue was then dissolved in EtOAc (50mL) and washed with water (20mL×3), the organic layers were washed with brine, and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to provide the 11a (0.83g, 84.7% yield) as an off-white liquid. (0041) Then, a mixture of 11a (0.83g, 3.43mmol), bis(pinacolato)diboron (0.96g, 3.77mmol), PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol) and potassium acetate (0.67g, 6.86mmol) in anhydrous 1,4-dioxane (15mL) was purged with argon and heated at 100C for 2.5h. The reaction was then treated with 6 (1.20g, 3.60mmol), 2.0M aqueous Na2CO3 (5mL) and another portion of PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol), then heated at 110C for 12h under argon. The reaction mixture was cooled to room temperature, filtered, and concentrated. The final compound was purified by MPLC (ISCO CombiFlash purification system) (MeOH/DCM, eluted from 0% to 10%), The fractions were collected, concentrated to afford 12a (0.72g, 57.2% 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, 1-(4-Bromobenzyl)-1H-imidazole, other downstream synthetic routes, hurry up and to see.