Category: 50591-22-5

Reference of 50591-22-5, 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 50591-22-5 as follows.

To a solution of NaH (204 mg, 8.49 mmol) in DMF (5 mL) was added 1-methyl- lH-benzo[d]imidazol-5-ol (420 mg, 2.83 mmol) at 28C. After being stirred for 5 minutes, ethyl 2-bromoacetate (568 mg, 3.4 mmol) was added and the resulting mixture stirred for a further 16 h under the reaction was complete by TLC. The mixture was treated with water (50 mL) and extracted with ethyl acetate (2×20 mL). The water layer was treated with 2N HC1 until pH 3 and extracted with ethyl acetate (2×20 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04 and concentrated to give the product (160 mg, 24.1%) as white solid which was used in next step without further purification. LCMS (m/z): 207.1 (M+l).

According to the analysis of related databases, 50591-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100730; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 50591-22-5, These common heterocyclic compound, 50591-22-5, name is 1-Methyl-1H-benzo[d]imidazol-5-ol, 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 98 NaH (204 mg, 8.49 mmol) in 47 DMF (5 mL) was added 203 1-methyl-1H-benzo[d]imidazol-5-ol (420 mg, 2.83 mmol) at 28 C. After being stirred for 5 minutes, 41 ethyl 2-bromoacetate (568 mg, 3.4 mmol) was added and the resulting mixture stirred for a further 16 h under the reaction was complete by TLC. The mixture was treated with 43 water (50 mL) and extracted with ethyl acetate (2¡Á20 mL). The water layer was treated with 2N 44 HCl until pH 3 and extracted with ethyl acetate (2¡Á20 mL). The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated to give the 205 product (160 mg, 24.1%) as white solid which was used in next step without further purification. LCMS (m/z): 207.1 (M+1).

The synthetic route of 50591-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epizyme, Inc.; Duncan, Kenneth W.; Chesworth, Richard; Boriack-Sjodin, Paula Ann; Munchhof, Michael John; Jin, Lei; (118 pag.)US2019/83482; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 50591-22-5, name is 1-Methyl-1H-benzo[d]imidazol-5-ol, A new synthetic method of this compound is introduced below., SDS of cas: 50591-22-5

To a solution of intermediate 1 (250 mg, 772 umol, 1 .0 eq) and lH-Benzimidazol-5-ol, 1 -methyl- (149 mg, 1.0 mmol, 1.3 eq) in THF (lOmL) was added PPh3 (263 mg, 1.0 mmol, 1.30 eq.) and DIAD (203 mg, 1.0 mmol, 1.3 eq). The mixture was stirred at 15 C for 2 hrs. The solvent was removed. The residue was purified by flash column on silica: eluent: gradient from 0% to 50% ethyl acetate/ petroleum ether and second purification eluent: gradient from 0 % to 5% MeOH / DCM and intermediate 80 (240 mg, 61.6%) yield) was obtained as a colorless solid.

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; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; LAWSON, Edward Charles; MEERPOEL, Lieven; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SUN, Weimei; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; (186 pag.)WO2018/65365; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 50591-22-5, A common heterocyclic compound, 50591-22-5, name is 1-Methyl-1H-benzo[d]imidazol-5-ol, molecular formula is C8H8N2O, 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.

1-methyl-1H-benzo[d]imidazol-5-ol (296 mg), methyl 4-bromo-2-fluorobenzoate (311 mg) and potassium carbonate (553 mg) were combined in dimethylsulfoxide and heated to 90 C. overnight. The reaction mixture was diluted with ethyl acetate and washed thoroughly with water and with brine, dried over MgSO4, filtered and concentrated.

The synthetic route of 50591-22-5 has been constantly updated, and we look forward to future research findings.