Category: 51605-32-4

Reference of 51605-32-4, The chemical industry reduces the impact on the environment during synthesis 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Step a. 4-Ethoxycarbonyl-5-methyl-1-(2-nitro-4-trifluoromethylphenyl)-1H-imidazole A mixture of 4-fluoro-3-nitrobenzotrifluoride (20.5 ml, 146.5 mmol), ethyl 4-methyl-5-imidazolecarboxylate (23 g, 149.0 mmol), potassium carbonate (20.5 g, 148.5 mmol) and acetonitrile (200 ml) was stirred at 70¡ãC for 16 h. The solvent was removed under reduced pressure, and the residue submitted to flash chromatography on silica gel 60 eluding with toluene graduated to toluene/ethyl acetate (1:19) to give 42 g (84percent) of 4-ethoxycarbonyl-5-methyl-1-(2-nitro-5-trifluoromethylphenyl)-1H-imidazole. M.p. 139.5-140.5¡ãC.1H NMR (CDCl3): delta 1.45 (t, 3H), 2.35 (s, 3H), 4.40 (q, 2H), 7.50 (s, 1H), 7.65 (d, 1H), 8.10 (dd, 1H), 8.45 (d, 1H).

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 5-methyl-1H-imidazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVO NORDISK A/S; EP743945; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

51605-32-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 51605-32-4 name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Using a modified procedure of Sreedhar. (Reference: Sreedhar, B., Synthesis, 795 (2008)). To a suspension of ethyl 4-methyl-1H-imidazole-5-carboxylate (0.530 g, 3.44 mmol) and (3-chloro-2-fluorophenyl)boronic acid (0.500 g, 2.87 mmol) in MeOH (5.74 mL) was added cuprous oxide (0.041 g, 0.287 mmol). The resulting purple suspension was stirred vigorously under an atmosphere of air (drying tube used). After 20 h, thereaction mixture was filtered to remove the solids and the clear blue filtrate was concentrated to give a blue solid. The blue solid was suspended in DCM and filtered to remove the solids and the blue filtrate was concentrated to give a pale blue solid weighing 0.187 g. Purification by normal phase chromatography gave ethyl 1-(3-chloro-2- fluorophenyl)-4-methyl- 1H-imidazole-5-carboxylate (0.0187 g, 2percent) as a clear, colorlessresidue and ethyl 1 -(3 -chloro-2-fluorophenyl)-5 -methyl- 1H-imidazole-4-carboxylate (Intermediate 24A) (0.0079 g, 1percent) as a clear, colorless residue. MS(ESI) m/z: 283.1 (M+H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-methyl-1H-imidazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PABBISETTY, Kumar Balashanmuga; CORTE, James R.; DILGER, Andrew K.; EWING, William R.; ZHU, Yeheng; (178 pag.)WO2017/19819; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical industry reduces the impact on the environment during synthesis 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life. 51605-32-4

a) 4-methylimidazole-5-carboxylic Acid Following the procedure of Example 1(g), except substituting ethyl 4-methylimidazole-5-carboxylate for N-(4-pyridinylmethoxycarbonyl)-L-leucine methyl ester, the title compound was prepared as a white solid (0.428 g, 52%). MS (ESI): 126.8 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 51605-32-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Halbert, Stacie Marie; Michaud, Evelyne; Thompson, Scott Kevin; Veber, Daniel Frank; US2002/49316; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

51605-32-4, A common heterocyclic compound, 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, molecular formula is C7H10N2O2, 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.

Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (EV-AT8648-001)? Step 1 To a stirred solution of ethyl 4-methyl-1H-imidazole-5-carboxylate (CAS 51605-32- 4, 500 mg, 3.24 mmol) in acetonitrile (10 ml) and chloroform (10 ml) was added N- bromosuccinimide (577 mg, 3.24 mmol) and the reaction stirred under a nitrogen atmosphere at room temperature for 18h. The reaction mixture was concentrated and the residue was purified by flash column chromatography (10-100percent ethyl acetate/heptane) to afford 560 mg (73percent) of ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (EV-AT8648-001) as an off-white solid. LCMS (method D): retention time 0.87 min, M/z = 233/235 (M + 1).

The synthetic route of 51605-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PADLOCK THERAPEUTICS, INC.; DEVRAJ, Rajesh; KUMARAVEL, Gnanasambandam; ATTON, Holly; BEAUMONT, Edward; GADOULEAU, Elise; GLEAVE, Laura; KERRY, Philip Stephen; LECCI, Cristina; MENICONI, Mirco; MONCK, Nat; PALFREY, Jordan; PAPADOPOULOS, Kostas; TYE, Heather; WOODS, Philip A.; (158 pag.)WO2017/147102; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem