Category: 17289-19-9

Application of 17289-19-9, These common heterocyclic compound, 17289-19-9, name is Methyl 1-methyl-1H-imidazole-4-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 Example 63a (1.40 g, 10.0 mmol) in CHC13 (30.0 mL) was added NBS (2.13g, 12.0 mmol). The reaction mixture was then stirred 18hrs at 50C and then cooled to room temperature. The residue was extracted with EtOAc (200 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 63b (500 mg, yield 22.8%). NMR (400 MHz, Chloroform- ) delta 7.60 (s, 1H), 3.91 (s, 3H), 3.67 (s, 3H).

The synthetic route of 17289-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17289-19-9, These common heterocyclic compound, 17289-19-9, name is Methyl 1-methyl-1H-imidazole-4-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 methyl 1-methyl-1H-imidazole-4-carboxylate (14.3 mmol, 2 g) in CCl4 (40 mL), NBS (15.3 mmol, 2.72 g) and AIBN (0.715 mmol, 117 mg) were added. The reaction mixture was heated for 4 h at 60 C and then cooled to RT. The solvent was evaporated. The reaction crude was purified by flash chromatography over silica gel using an elution of 8% methanol in ethyl acetate to afford 529 mg (Yield: 17%) of the title compound 18. 1H NMR (400 MHz, CDCl3): delta 7.59 (1H, s), 3.91 (3H, s), 3.67 (3H, s); ESI-MS: m/z 219 [M + H]+

The synthetic route of 17289-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 9; (2016); p. 1117 – 1130;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 17289-19-9, These common heterocyclic compound, 17289-19-9, name is Methyl 1-methyl-1H-imidazole-4-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 methyl 1 -methyl-1 H-imidazole-4-carboxylate (14.3 mmol, 2 g) in CCI4 (40 ml_), NBS (15.3 mmol, 2.72 g) and AIBN (0.715 mmol, 1 17 mg) were added. The reaction mixture was stirred 4h at 605C and then cooled to room temperature. The solvent was evaporated. The reaction crude was purified by flash chromatography on silica gel using an elution of 8% methanol in ethyl acetate to afford methyl 2-bromo-1 -methyl-1 H-imidazole-4-carboxylate (529 mg, Yield: 17%). 1 H NMR (400 MHz, CDCI3) delta 7.59 (1 H, s), 3.91 (3H, s), 3.67 (3H, s) LC-MS: tR = 1 .60 [M+H] + = 219/221 (method 3)

The synthetic route of 17289-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; DRACONIS PHARMA, S.L.; LABORATORIOS DEL DR. ESTEVE, S.A.; AGUILAR, Nuria; FERNANDEZ, Joan, Carles; TERRICABRAS, Emma; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/149997; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem