Category: 78581-99-4

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 78581-99-4 as follows. Recommanded Product: 78581-99-4

Step 3: To a stirred mixture of sodium hydride (60% dispersion in mineral oil, 0.144 g, 3.0 mmol) in anhydrousDMF (10 mL) at 0 C under a nitrogen atmosphere was added portionwise 6-difluoro-1H-benzo[d]imidazole (0.475 g,2.0 mmol) from the previous step. The mixture was stirred at 0 C for 5 min. To the mixture was added dropwise asolution of 6-(chloromethyl)-2-(methylthio)benzo[d]thiazole (0.32 g, 2.0 mmol) from Step 4 of Example 36 in anhydrousDMF (2 mL). The reaction mixture was allowed to warm to rt and stir for 1 h. The mixture was poured into ice-water andextracted with EtOAc (100 mL 3 2). The combined organic layers were further washed with water (20 mL) then brine(20 mL). The organic layer was separated and dried over Na2SO4, filtered, and concentrated under reduced pressureto afford 6-((5,6-difluoro-1H-benzo[d]imidazol-1-yl)methyl)-2-(methylthio)benzo[d]thiazole (0.55 g, 76%) as a yellow solid,which was not purified further. 1H NMR (300 MHz, CDCl3) delta 7.97 (s, 1H), 7.84 (d, J = 8.4 Hz, 1H), 7.59 (m, 1H), 7.50(s, 1H), 7.24 (m, 1H), 7.02 (m, 1H), 5.40 (s, 2H), 2.78 (s, 3H); LCMS (ESI) m/z 348 (M + H)+.

According to the analysis of related databases, 78581-99-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 78581-99-4, 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. 78581-99-4, name is 5,6-Difluorobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (lR,3S,5S,6r)-6-(((S)-l,l-dimethylethylsulfinamido)methyl) bicyclo[3.1.0]hexan-3-yl methanesulfonate (1.42 g, 4.59 mmol) in THF (15.30 mL) was added cesium carbonate (4.49 g, 13.77 mmol) and 5,6-difluoro-lH-benzo[d]imidazole (0.849 g, 5.51 mmol) and the resulting mixture was stirred at 85C for 16 h. The reaction was cooled to RT, concentrated, diluted with water and extracted twice with EtOAc. The organics were washed with brine, combined, dried over MgS04, concentrated and purified by flash chromatography (5 to 40% of 80:20:2 EA:EtOH:NH40H in hexanes) to give (S)-N- (((lR,3R,5S,6r)-3-(5,6-difluoro-lH-benzo[d]imidazol-l-yl)bicyclo[3.1.0]hexan-6-yl)methyl)- 2-methylpropane-2-sulfinamide (1.03 g, 2.80 mmol, 61.1 % yield) as a white solid. MS (ES+) C18H23F2N3OS requires: 367, found: 368 [M+H]+.

The synthetic route of 5,6-Difluorobenzimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TESARO, INC.; LEWIS, Richard, T.; HAMILTON, Matthew; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; CROSS, Jason; HAN, Michele; SOTH, Michael; MCAFOOS, Timothy; TREMBLAY, Martin; (356 pag.)WO2018/136437; (2018); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 78581-99-4, name is 5,6-Difluorobenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 78581-99-4

27: Methyi 3-{[(1 /?)-1-(2-chioro-3-hydroxyphenvi)ethv?oxv}-5- (5.6-dif iuoro-1 MbenzimidazoS-1 -yl)-2-thiophenecarboxyiateStep A – Methyl 5-{5,6-dif.uoro-1 Mbe?zimidazoi-1-yl)~3-hydroxy~2- thiophe?ecarboxylate To a mixture of 5,6-dif.upsilonoro-1 Mbenzsmidazoie (0.5 g, 3.2 rnmol) and 2-chioro- 3-oxo-2,3~dihydro~2-thiophenecarboxyiate (0.72 g, 3.7 mrnof) in 10 mL of CHCI3 was added Mmefhyiimidazole (0.4 g, 4.9 mrnol) and NaHCO3 (0.82 g, 5 9.7 mmol). The mixture was heated to 550C for 24 h. Silica gel (2 g) was added and the voiatites were evaporated under reduced pressure and the residue was purified by flash column chromatography (0 to 50% EtOAc: DCIVI) to afford 0.71 g of the tilted compound, MS (ESI): 311 [M+H]*.

According to the analysis of related databases, 78581-99-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143456; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 78581-99-4 as follows. name: 5,6-Difluorobenzimidazole

Step 3: To a stirred mixture of sodium hydride (60% dispersion in mineral oil, 0.144 g, 3.0 mmol) in anhydrousDMF (10 mL) at 0 C under a nitrogen atmosphere was added portionwise 6-difluoro-1H-benzo[d]imidazole (0.475 g,2.0 mmol) from the previous step. The mixture was stirred at 0 C for 5 min. To the mixture was added dropwise asolution of 6-(chloromethyl)-2-(methylthio)benzo[d]thiazole (0.32 g, 2.0 mmol) from Step 4 of Example 36 in anhydrousDMF (2 mL). The reaction mixture was allowed to warm to rt and stir for 1 h. The mixture was poured into ice-water andextracted with EtOAc (100 mL 3 2). The combined organic layers were further washed with water (20 mL) then brine(20 mL). The organic layer was separated and dried over Na2SO4, filtered, and concentrated under reduced pressureto afford 6-((5,6-difluoro-1H-benzo[d]imidazol-1-yl)methyl)-2-(methylthio)benzo[d]thiazole (0.55 g, 76%) as a yellow solid,which was not purified further. 1H NMR (300 MHz, CDCl3) delta 7.97 (s, 1H), 7.84 (d, J = 8.4 Hz, 1H), 7.59 (m, 1H), 7.50(s, 1H), 7.24 (m, 1H), 7.02 (m, 1H), 5.40 (s, 2H), 2.78 (s, 3H); LCMS (ESI) m/z 348 (M + H)+.

According to the analysis of related databases, 78581-99-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 78581-99-4, name is 5,6-Difluorobenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

A solution of 5,6-difluoro-1 H-benzo[d]imidazole (1.4 g, 9 mmol), 2-bromo-4-(bromomethyl) benzonitrile (2.5 g, 9 mmol) [see Example 1 Step A] and K2C03 (3.8 g, 27 mmol) in CH3CN (50 mL) was heated at 25C for 12 hours. The reaction mixture was cooled to 25C, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography using Petroleum ether:EtOAc (30: 1-3:1 ) as eluting solvents to afford 2-bromo-4-((5,6-difluoro-1 H- benzo[d]imidazol-1-yl)methyl)benzonitrile as a yellow solid (1.3 g, 39%). MS (ESI) m/z: 348 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 78581-99-4.

Reference:
Patent; BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD; AUVIN, Serge; LAVERGNE, Olivier; CHAO, Qi; CHEN, Yufeng; WO2015/100609; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 78581-99-4, A common heterocyclic compound, 78581-99-4, name is 5,6-Difluorobenzimidazole, molecular formula is C7H4F2N2, 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.

CuBr 6 mg (0.04 mmol), TEMPO 5 mg (0.03 mmol), compounded in a 25 mL Schlenk reaction tube5,6-difluorobenzimidazole 62 mg (0.4 mmol),28 mg (0.2 mmol) of salicylic acid (0.2 mmol) and p-xylene (0.5 mL), followed by 33 muL of pyridine (0.4 mmol) were added and the reaction was stirred at 120C for 36 hours under reflux.Cool to room temperature, transfer all to a 25 mL flask, spin off the solvent on a rotary evaporator, add an appropriate amount of silica gel to spin dry, and then use a 300-400 mesh silica gel column. The developing solvent used is petroleum ether:ethyl acetate=16: 1 to 6:1, that is, compound III-9 26mg, yield 48%; white solid

The synthetic route of 78581-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southwest University; Cai Guixin; Xie Dan; (14 pag.)CN107955020; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 78581-99-4, name is 5,6-Difluorobenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 78581-99-4

A solution OF 2, 4, 6-TRICHLOROPYRIMIDIN (4.2 gram), 5,6-difluorobenzimidazole (3.6 gram) and K2CO3 (6.4 gram) in dimethyl sulfoxide (150 ml) was stirred at 40 C for 17 hours. The solution was taken up in water, and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with brine, dried over magnesium sulfate, filtered, and the solvents were removed in vacuo. Silica gel chromatography (heptane/ethyl acetate 9/1) provided 1.2 g of the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 78581-99-4.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/69829; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem