Category: 1008360-84-6

Synthetic Route of 1008360-84-6, 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. 1008360-84-6 name is 5-Bromo-6-fluoro-1H-benzo[d]imidazole, 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.

To a solution of 5-bromo-6-fluoro-1H-benzimidazole (2.2 g, 10.2 mmol) in tetrahydrofuran (40 mL) at 0 degrees C. was added sodium hydride (0.5 g, 12.3 mmol) as a solid in 2 portions. After stirring 30 min. at 0 C., trityl chloride (3.7 g, 13.3 mmol) was added, followed by tetrabutylammonium iodide (catalytic). The reaction was heated at reflux for 1.5 h, then was allowed to cool and was quenched with water. The mixture was extracted with chloroform (3×) and the combined organics were dried over sodium sulfate and concentrated in vacuo. The residue was triturated with hot ethyl acetate and the solid was isolated via filtration and dried under vacuum. This provided the product as a mixture of trityl regioisomers, 5-bromo-6-fluoro-1-(triphenylmethyl)-1H-benzimidazole and 6-bromo-5-fluoro-1-(triphenylmethyl)-1H-benzimidazole.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-6-fluoro-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1008360-84-6, 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. 1008360-84-6, name is 5-Bromo-6-fluoro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

step 4: A mixture of 100 (550 mg, 2.57 mmol), TsOH-H20 (50 mg, 0.26 mmol), and 3,4-dihydro-2H- pyran (1.08 g, 12.85 mmol) in THF (10 mL) was heated at reflux overnight. After the solvent was removed in vacuo, the residue was partitioned between DCM (300 mL) and water (100 mL). The organic layer was separated, dried (MgSO i), filtered and concentrated in vacuo. The residue was purified by S1O2 chromatography eluting with a MeOH/DCM gradient (0.5 to 1% MeOH) to afford 817 mg (100%) of 5- bromo-6-fluoro-l -(tetrahydro-2H-pyran-2-yl)-lH-benzo[d]imidazole (102) as yellow oil: MS (ESI) m/z = 299 [M+l] +.

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-Bromo-6-fluoro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WO2013/26914; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 1008360-84-6, name is 5-Bromo-6-fluoro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H4BrFN2

To a solution of 5-bromo-6-fluoro-1-(triphenylmethyl)-1H-benzimidazole and 6-bromo-5-fluoro-1-(triphenylmethyl)-1H-benzimidazole (2.0 g, 4.4 mmol) in toluene (10 mL) under nitrogen atmosphere was added tetrakis(triphenylphosphine) palladium(0) (0.25 g, 0.2 mmol) followed by a solution of sodium bicarbonate (0.92 g, 11.0 mmol) in water (5 mL). A solution of 4-formylphenylboronic acid (0.72 g, 4.8 mmol) in ethanol (3 mL) was then added and the reaction was heated at reflux overnight. After removal of the solvent in vacuo, the residue was partitioned between ethyl acetate and water. The combined organics were dried over sodium sulfate, concentrated in vacuo, and purified via chromatography (20 to 50% ethyl acetate/hexanes) to provide the product as a mixture of trityl regioisomers, 4-[5-fluoro-1-(triphenylmethyl)-1H-benzimidazol-6-yl]benzaldehyde and 4-[6-fluoro-1-(triphenylmethyl)-1H-benzimidazol-5-yl]benzaldehyde.Isomer a: 1H NMR (400 MHz, CDCl3) delta 6.45-6.48 (m, 1H), 7.16-7.26 (m, 8H), 7.35-7.39 (m, 9H), 7.65-7.72 (m, 1H), 7.81 (d, J=7.4 Hz, 1H), 8.12-8.22 (m, 1H), 9.99 (s, 1H).Isomer b: 1H NMR (400 MHz, CDCl3) delta 6.27 (d, J=11.2 Hz, 1H), 7.17-7.21 (m, 6H), 7.34-7.37 (m, 9H), 7.70 (d, J=6.6 Hz, 2H), 7.85 (d, J=7.1 Hz, 1H), 7.92-7.96 (m, 3H), 10.04 (s, 1H).

The synthetic route of 1008360-84-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem