Category: 68282-53-1

Application of 68282-53-1, 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 68282-53-1 as follows.

COMPOUND 12.1. 53: NN-DIETHYL-4- {6-METHOXY-2- [4-METHYL-lH- IMIDAZOL-5-YL)METHYL]-7-NITRO-1,2,3,4-TETRAHYDROISOQUINOLIN-1- YLdBENZAMIDE; To a solution of INTERMEDIATE 9.2. 2 (1.16 g, 3.00 mmole) and 4-methyl-5- imidazolecarboxaldehyde (0.31 g, 2.8 mmole) in 1,2-dichloromethane (25 mL) was added sodium triacetoxyborohydride (1.65 g, 7.8 mmole) and the resulting solution was stirred at room temperature for 18 h. Sodium hydroxide (1M, 100 mL) was added and the mixture extracted with ethyl acetate (3 x 100 mL). The organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by flash chromatography (ethyl acetate/10% methanol in chloroform, 2/8) to give COMPOUND 12.1. 53 (1.12 g, 78%) as a yellow amorphous solid. 1H NMR (500 MHz, CDC13) : 5 1.12, 1.23 (2 br s, 6H), 2.05 (s, 3H), 2.55 (m, 1H), 2.82 (dd, J3. 5,13 Hz, 1H), 3.02 (m, 1H), 3.12 (m, 1H), 3. 26 (br s, 2H), 3.30 (d, J 13.5 Hz, 1H), 3.54 (br s, 2H), 3.56 (d, J 13.5 Hz, 1H), 3.91 (s, 3H), 4.56 (s, 1H), 6.73 (br s, 2H), 6. 80 (s, 1H), 7.20 (s, 1H), 7.30 (m, 5H); 13C NMR (125 MHz, CDC13) : 8 10.76, 12.82, 14.13, 29.35, 39.39, 43.45, 46.11, 49.33, 56.46, 67.12, 113. 00, 126.13, 126.59, 127.03, 129.45, 129.50, 130.33, 133.05, 136.52, 137.67, 142.46, 144.01, 151.23, 171.07 ; (+) LRESIMS m/z 478 [M+H] +.

According to the analysis of related databases, 68282-53-1, the application of this compound in the production field has become more and more popular.

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

68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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. Recommanded Product: 5-Methyl-1H-imidazole-4-carbaldehyde

To a solution of 4-methyl-lH-imidazole-5-carbaldehyde (5.0 g, 45.4 mmol) in anhydrous THF (5OmL) was added diaza(l,3)bicyclo[5.4.0]undecane (DBU, 6.8 mL, 45.4 mmol) and 2-iodopropane (4.5 mL, 45.4 mmol). The reaction mixture was stirred at room temperature overnight. Water (50 mL) was added. The mixture was extracted with EtOAc (1 x 50 mL) and 2-butanol (2 x 50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-2% MeOH/DCM), affording 4-methyl-l-(propan-2-yl)-lH-imidazole-5-carbaldehyde (691 mg, 10% yield).

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

COMPOUND 12.1. 31: 4-({6,7-DIMETHOXY-2-[(4-METHYL-1H-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}METHOXY)-N,N- DIETHYLBENZAMIDE; To a solution of INTERMEDIATE 5. 1. 1 (0.2 mg, 0.5 mmole) and 4-methyl-5- imidazolecarboxaldehyde (0.06 g, 0.6 mmole) in 1,2-dichloromethane (5 mL) was added sodium triacetoxyborohydriden (0.32 g, 1.5 mmole) and the resulting solution was stirred at room temperature for 18 h. Sodium hydroxide (1M, 20 mL) and chloroform (60 mL) was added and the mixture filtered through a Whatman IPS filter paper. The solvent was removed from the organic phase in vacuo and the residue purified by flash chromatography (2/98 Methanol/Chloroform) to give COMPOUND 12.1. 31 (0.06 g, 25%) as a yellow amorphous solid. 1H NMR (500 MHz, CDC13) : No. 1.17 (br s, 6 H), 2.14 (s, 3H), 2.56 (dd, J4,14. 5 Hz, 1H), 3.83 (m, 2H), 3.84 (s, 3H), 3.86 (s, 3H), 4.03 (app q, J 5 Hz, 2H), 4.27 (app t, J 10 Hz, 1H), 5.95 (br s, 1H), 6.62 (s, 1H), 6.67 (s, 1H), 6.87 (d, J 9 Hz, 2H), 7.31 (d, J9 Hz, 2H), 7.49 (s, 1H). 13C NMR (125 MHz, CDC13) : i5ll. 28,24. 22,44. 38,48. 34,55. 86,56. 01,59. 20,71. 59, 111. 14, 111. 56, 114. 30, 125.38, 125.64, 127.12, 128. 18, 129.78, 130.76, 132.99, 147.53, 148. 17,159. 27,171. 15. (+) LRESIMS mlz 493 [M+H] +.

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.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); 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

Synthetic Route of 68282-53-1,Some common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 4-methyl-lH-imidazole-5-carbaldehyde (5.0 g, 45.4 mmol) in anhydrous THF (50 mL) was added diaza(l,3)bicyclo[5.4.0]undecane (DBU, 6.8 mL, 45.4 mmol), and iodoethane (3.4 mL, 45.4 mmol). The mixture was stirred at room temperature overnight. Water (50 mL) was added before the THF was evaporated. The mixture was extracted with EtOAc (1 x 50 mL) and 2-butanol (2 x 50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-1% MeOH/DCM), affording l-ethyl-4-methyl-lH-imidazole-5-carbaldehyde (806 mg, 13% yield).

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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. Quality Control of 5-Methyl-1H-imidazole-4-carbaldehyde

43[0095] To a solution of O-adamantylhydroxylamine (0.17g, lmmol) and 4-methyl-lH- imidazole-5-carbaldehyde (0.1 Ig, lmmol) in 5ml anhydrous DMSO was added 3mul CH3COOH. The resulting mixture was stirred at ambient temperature overnight. H2O (40ml) was added and the mixture was lyophilized to give white solid. (0.25g, Yield: 96%). 1H-NMR (360 MHz, CDCl3) delta 8.08 (s, IH), 7.55 (s, IH), 2.31 (s, 3H), 2.18 (br s, 3H), 1.88 (br s, 6H), 1.63 (br s, 6H); 13C-NMR (90 MHz, CDCl3) delta 138.5, 138.3, 135.22, 78.16, 41.79, 36.65, 30.84, 12.10; ESI-MS: Calculated for C15H2iN3O (M + H)+ 260.4, Found: 260.2.

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; DeGRADO, William, F.; WANG, Jun; WO2011/22191; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 68282-53-1,Some common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 compound (53.8 mg) obtained in Example 1-4 was dissolved in methanol (0.8 ml). Then, the solution was added with trimethyl orthoformate (50 mul), acetic acid (50 mul), and 4-methyl-5-imidazole carboxaldehyde (manufactured by Aldrich Corporation) (28.5 mg) and stirred at room temperature for 10 minutes. Subsequently, sodium cyanoborohydride (24.4 mg) was added, followed by stirring overnight at room temperature. The solvent was distilled off under reduced pressure and then the residue was dissolved in chloroform, followed by washing with 1 mol/l sodium hydroxide and saturated saline solution and drying with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was then purified through silica gel column chromatography (chloroform/methanol) and then treated with hydrochloric acid, thereby obtaining hydrochloride (33.5 mg) of the subject compound as a white solid. MS(FAB,Pos.)m/z=480[M+H]+1H-NMR(500MHz,DMSO-d6):delta=0.81(6H,t,J=7.3Hz),1.32-1.43(6H,m),1.51(2H,quint.,J=7.1Hz),2.04(3H,br),2.28(4H,t,J=7 .1Hz),2.35(2H,t,J=7.1Hz),3.24(2H,dd,J=6.8,5.9Hz),3.31-3.47(2H,m),3.56(4H,br),6.85(1H,br),7.10(1H,br),7.47(2H,d,J=7 .8Hz),7.51(1H,s),7.78(2H,d,J=8.3Hz),8.40(1H,t,J=5.9Hz).

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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 68282-53-1, COA of Formula: C5H6N2O

COMPOUND 12.1.40: N,N-DIETHYL-4-[6-METHOXY-2-[(5-METHYL-1H- IMIDAZOL-4-YL) METHYLI-‘7-(2-MORPHOLIN-4-YLETHOXY)-1, 2, 3, 4- TETRAHYDROISOQUINOLIN-1-YLBENZAMIDE; To a solution of INTERMEDIATE 7.1. 3 (22 mg, 0.0471 mmol) in anhydrous 1,2- dichloroethane (1 mL) was added 4-methyl-lH-imidazole-5-carbaldehyde (10 mg, 0.0909 mmol, 1.9 eq). After stirring for 5 min, sodium triacetoxyborohydride (29.8 mg, 0.141 mmol, 3 eq) was added in one lot. The reaction mixture was stirred at RT for 48hr, then quenched with saturated aqueous sodium bicarbonate (0.8 mL) and extracted with dichloromethane (2 x 10 mL). Excess aldehyde was removed by stirring the extracted dichloromethane with polymer supported hydrazine for 2 hr. The polymer was filtered off and the filtrate was concentrated and dried under vacuum. Product was purified by flash chromatography, using Si02 column with MeOH/DCM (10: 90) gave 24.6 mg (0. 0438 mmol, 93%) of COMPOUND 12.1. 40 as oil. 1H NMR (500 MHz, CDC13) : No. 1.15 (br s, 3H), 1.28 (br s, 3H), 2.13 (s, 3H), 2.51 (m, 4H), 2.58 (m, 1H), 2.69 (m, 2H), 2.75 (m, 1H), 2.90 (m, 1H), 3.08 (m, 1H), 3.30 (br s, 2H), 3.40 (m, 1H), 3.55 (br s, 2H), 3.60 (m, 1H), 3.69 (m, 4H), 3.70 (s, 3H), 3.85-3. 95 (m, 2H), 4.58 (s, 1H), 6.23 (s, 1H), 6.62 (s, 1H), 7. 28-7. 34 (m, 4H). 13C NMR (125 MHz, CDC13) : 6 10. 96,13. 10,14. 10,27. 96,39. 69,43. 66,46. 56,49. 03, 50.84, 54.26, 56.13, 67.08, 67.35, 111. 81, 114.92, 126.59, 127.94, 128.96, 129.92, 132.83, 136.37, 145.20, 146.72, 148.79, 171.47. (+) LRESIMS m/z 562 (M+H) +.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

Electric Literature of 68282-53-1,Some common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 42 (Z)-1,3-Dihydro4-fluoro-3-[(4-methyl-1H-imidazol-5-yl)methylene]-5-nitro-2H-indol-2-one (OO) STR68 To a solution of 1,3-dihydro4-fluoro-5-nitro-2H-indol-2-one (1 g, 5 mmol) in MeOH (10 mL) (Starting Material 10), was successively added, at r.t., 4-methyl-5-imidazolecarboxaldehyde (612 mg, 5.5 mmol) (Aldrich) and tetrabutyl ammonium hydroxide (11 mL, 1.0 M solution in MeOH)(Aldrich). The mixture was stirred at r.t. for 4 h. The resulting greenish precipitate was collected by suction filtration, washed with ether and air dried to yield (Z)-1,3-dihydro-4-fluoro-3-[(4-methyl-1H-imidazol-5-yl)methylene]-5-nitro-2H-indol-2-one as a green powder. (Yield 1.14 g, 79%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US6153634; (2000); A;,
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.

EXAMPLE 8 SYNTHESIS OF 4-(3-CHLORO-4-FLUORO-PHENYLAMINO)-5-(5-METHYL-3H-IMIDAZOL4-YLMETHYLENE)-5,7-DIHYDRO-PYRROLO [2,3-D]PYRIMIDIN-6-ONE (FORMULA 8) 4-Chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (1 eq.) was condensed with 5-methyl-3H-imidazole-4-carbaldehyde (1 eq.) at room temperature to give (76.9%) of 4-chloro-5-(5-methyl-3H-imidazol-4-ylmethylene)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one.

The synthetic route of 5-Methyl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liang, Congxin; Sun, Li; Wei, Chung Chen; Tang, Peng Cho; McMahon, Gerald; Hirth, Klaus Peter; Cui, Jingrong; US2002/183319; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem