Category: 705-09-9

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. 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(Difluoromethyl)-1H-benzo[d]imidazole

Nitrogen protection, 6 – chloro -8 – morpholine – [1, 3] two wicked [4, 5 – g] quinazoline (100 mg, 0 . 34mmol), 2 – (difluoromethyl) – 1H – benzo [d] imidazole ([reference literature preparation: J.Med.Chem. 2011, 54, 7105 – 7126] 113 mg, 0 . 68mmol), K2CO3(188 mg, 1 . 36mmol) mixed in the DMSO, heating to 130 C, stirring 4 hours. Cooling to room temperature, water quenching, extracted with ethyl acetate, dried, concentrated, the residue by silica gel column chromatography purification, shall 6 – (2 – (difluoromethyl) – 1H – benzo [d] imidazole -1 – yl) -8 – morpholine – [1, 3] two wicked [4, 5 – g] quinazoline (62 mg, 43%).

The synthetic route of 705-09-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 705-09-9, 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 705-09-9 as follows.

Reagents and conditions: (a) morpholine, DIPEA, DCM, -78C – RT, 84.7%; (b) 2-(difiuoromethyl)-lH-benzimidazole, K2C03, DMF, RT, 85.5%; (c) piperazine, THF, reflux, 75.9%; (d) 02N-(CH2)5C0C1, Et3N, CHC13, RT, 92.5%; (e) HCOONH4, 10% Pd-C, CH3OH, -10C- RT, 56.6%.

According to the analysis of related databases, 705-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; REHEMTULLA, Alnawaz; GALBAN, Stephanie; ROSS, Brian, D.; VAN DORT, Marcian; WHITEHEAD, Christopher; WO2014/164942; (2014); A1;,
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. 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H6F2N2

To a stirred solution of 3-(4,6-dichloro-1,3,5-triazine-2,4-diyl)(8-oxa-3-azabicyclo[3.2.1]octane) (2.61 g, 10 mmol) in acetone/ice, morpholine (900 mg, 12 mmol) and triethylamine (5 ml) was added. The reaction mixture was stirred at room temperature for 3 hours. Separated white solid was filtered and washed with water. The crude product obtained was pure enough and taken to next step without purification. Treatment of the mixture (270 mg. 0.87 mmol) with 2-(difluoromethyl)-1H-benzo[d]imidazole (146 mg, 0.87 mmol) and K2CO3 (967 mg, 7 mmol) in DMF (2.5 mL) for 18 hours gave 2-(difluoromethyl)-1-[4-morpholin-4-yl-6-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-1,3,5-triazin-2-yl]-1H-benzimidazole after purification by HPLC. (M+H) 445.

According to the analysis of related databases, 705-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH LLC; VENKATESAN, Aranapakam Mudumbai; CHEN, Zecheng; DEHNHARDT, Christoph Martin; DOS SANTOS, Osvaldo; DELOS SANTOS, Efren Guillermo; ZASK, Arie; VERHEIJEN, Jeroen Cunera; KAPLAN, Joshua Aaron; RICHARD, David James; AYRAL-KALOUSTIAN, Semiramis; MANSOUR, Tarek Suhayl; GOPALSAMY, Ariamala; CURRAN, Kevin Joseph; SHI, Mengxiao; (113 pag.)US2017/119778; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 705-09-9, A common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, molecular formula is C8H6F2N2, 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.

Step 3: 1 : To a solution of 6c (1.92g, 6.98mmol) in DMF (20mL) was added NaH (307mg, 7.68mmol) under ice bath. The resulting mixture was stirred at 0-50C for 30min and was added 3a (1.17g, 6.98mmol). The reaction mixture was stirred at r.t. for 2.5h and evaporated. The residue was dissolved in morpholine (30mL) and heated at 800C for 2h. After cooling to room temperature, the mixture was added IN NaOH (28mL). The resulting mixture was stirred at r.t. for 2h, evaporated. The residue was purified by column chromatography (PE:EA=1:1) to give 6 (660mg, 23% yield from 6c). 1H NMR(300MHz, CDCl3): delta=3.45 (t, 1H), 3.78-3.94 (m, 8H), 4.12-4.17 (m, 2H), 4.52-4.56 (m, 2H), 7.18 (t, 1H), 7.42-7.56 (m, 3H), 7.78 (s, 1H), 7.95-7.98 (m, 1H). LC-MS [M+H]+: 416.0.

The synthetic route of 705-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TYROGENEX, INC.; LIANG, Congxin; LI, Zhigang; WO2010/56320; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, 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.

Example 67 (R)-2-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-5-(4-(methylsulfonyl)benzyl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine A mixture of (R)-2-chloro-5-(4-(methylsulfonyl)benzyl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine (PREPARATION x10 50 mg, 0.127 mmol), 2-(difluoromethyl)-1H-benzo[d]imidazole (21.29 mg, 0.127 mmol), cesium carbonate (61.9 mg, 0.190 mmol), tris(dibenzylideneacetone)dipalladium(0) (4.64 mg, 5.06 mumol) and 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl (4.83 mg, 10.13 mumol) in DMF 253 muL was heated to 130 C. in a microwave for 40 minutes. Additional tris(dibenzylideneacetone)dipalladium(0) (4.64 mg, 5.06 mumol) and 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl (4.83 mg, 10.13 mumol) were added, and the reaction mixture was heated to 130 C. in a microwave for 1 hour. EtOAc and water were added and the mixture was filtered through Celite and extracted with EtOAc (2*). The combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (SiO2-NH2, 30-100% EtOAc/hexane gradient) to afford the title compound as a yellow solid (14.3 mg, 21.4%). 1H NMR (400 MHz, CDCl3) delta 3.08 (s, 3H), 3.19-3.38 (m, 4H), 3.68 (td, J=12.00, 2.78 Hz, 1H), 3.83-3.92 (m, 1H), 3.94-4.02 (m, 1H), 4.11-4.20 (m, 1H), 4.44-4.63 (m, 3H), 7.36-7.75 (m, 6H), 7.93-8.01 (m, 3H), 8.17-8.23 (m, 1H). ESI-MS m/z [M+H]+ calc’d for C25H24F2N6O3S, 527.16. found 527.3.

The synthetic route of 705-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2012/220575; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 705-09-9,Some common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, molecular formula is C8H6F2N2, 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.

A mixture of 2-difluoromethyl-1H-benzimidazole (72.2 g) (67.0 g, 400 mmol), 2,4-dichloro-6-morpholino-1,3,5-triazine (94.0 g, 400 mmol) and anhydrous potassium carbonate (221.1 g, 1600 mmol) in DMF (1.60 L) was stirred at room temperature for 4 hours. The resulting mixture was poured into water. White precipitates were collected and washed with DMF and then acetone successively. The solid was dried under reduced pressure to give 4-chrolo-2-(2-difluoromethylbenzimidazol-1-yl)-6-morpholino-1,3,5-triazine (131.5 g, 358.6 mmol) as white crystal in 90% yield. MS m/z: 366 (M+) 1H-MNR(CDCl3) delta: 3.80-3.87 (4H, m), 3.94-4.01 (4H, m), 7.38-7.53 (2H, m), 7.58 (1H, t, J=54 Hz), 7.90 (1H, d, J=7 Hz), 8.42 (1H, d, J=7 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Difluoromethyl)-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; ZENYAKU KOGYO KABUSHIKI KAISHA; US2007/244110; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, 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 14a (300mg, 1.8mmol, leq) in DMF(4mL) was added NaH(60%, 75mg, 1.8mmol, leq) at 0~5C. The resulting mixture was stirred for 30min at 0~5C and to the mixture was added 68b(459mg, l.deltammol, leq) portion- wise. The reaction mixture was stirred at r.t. over a weekend. The solvent was removed and the residue was purified by column chromatography (PE:EA=4: 1) to give 68c (33Omg, yield: 50%) as a colorless oil. ES-MS m/z: 377 (M++l)

Statistics shows that 2-(Difluoromethyl)-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 705-09-9.

Reference:
Patent; XCOVERY, INC.; LIANG, Congxin; LI, Zhi-Gang; WO2010/5558; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, molecular formula is C8H6F2N2, 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. COA of Formula: C8H6F2N2

A mixture of 2-difluoromethyl-lH-benzimidazole (2.22 g), 2,4-dichloro- 6-morpholinopyrimidine (2.81 g), potassium carbonate (6.63 g) and DMF (50 ml) was stirred under nitrogen and heated to 90C for 16 hours. The resultant mixture was cooled, filtered and the filtrate was evaporated. The resultant product was purified by column chromatography on silica using increasingly polar mixtures of ethyl acetate in methylene chloride as eluent. The solid so obtained was washed with a 1 : 1 mixture of isohexane and diethyl ether. There was thus obtained 4-chloro-2-(2-difiuoromethylbenzimidazol- 1 -yl)-6-morpholinopyrimidine (3.17 g); NMR Spectrum: (DMSOd6) 3.75 (s, 8eta), 7.09 (s, IH), 7.45-7.47 (m, IH), 7.50-7.54 (m, IH), 7.57-7.83 (t, IH), 7.87 (d, IH), 8.31 (d, IH); Mass Spectrum: M+H+ 366.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 705-09-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; PASS, Martin; WO2008/32072; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 705-09-9, A common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, molecular formula is C8H6F2N2, 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.

A mixture of the material so obtained, 2-difluoromethyl-lH’-benzimidazole (0.435 g), potassium carbonate (1.36 g) and DMF (15 ml) was stirred under nitrogen and heated to 1100C for 24 hours. The resultant mixture was cooled, filtered and the filtrate was evaporated. There was thus obtained 4-chloro-2-(2-difluoromethylbenzimidazol-l-yl)- 6-[(3iS)-3-methylmorpholin-4-yl]pyrimidine (0.76 g) which was used without further purification.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; PASS, Martin; WO2008/32086; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical industry reduces the impact on the environment during synthesis 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life. 705-09-9

A mixture of 2-difluoromethyl-lH-benzimidazole (0.168 g), 4,6-dichloro-2-morpholinopyrimidine (0.233 g), sodium bicarbonate (0.168 g) and DMA (5 ml) was stirred under nitrogen and heated to 9O0C for 20 hours. The resultant mixture was cooled, filtered and the filtrate was evaporated. The resultant product was purified by column chromatography on silica using increasingly polar mixtures of ethyl acetate in methylene chloride as eluent. The solid so obtained was washed with a 1 : 1 mixture of isohexane and diethyl ether. There was thus obtained 6-chloro-4-(2-difluoromethylbenzimidazol- 1 -yl)-2-morpholinopyrimidine (0.075 g); NMR Spectrum: (DMSOd6) 3.7 (m, 4H), 3.78 (m, 4H), 7.2 (s, IH), 7.39-7.72 (m, 3H), 7.84 (d, IH), 7.9 (d, IH); Mass Spectrum: M+H+ 366.

The chemical industry reduces the impact on the environment during synthesis 705-09-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; HILL, George, Beresford; PASS, Martin; WO2008/32033; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem