Category: 46006-36-4

These common heterocyclic compound, 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, 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. Recommanded Product: 46006-36-4

To a solution of methyl 1H-benzo[d]imidazole-4-carboxylate (1.136 g, 7.02 mmol) in MeOH (115 mL) was added conc. H2SO4 (0.86 mL, 15.45 mmol). The reaction was heated at reflux temperature until TLC showed full conversion (24-36 hrs). The reaction was concentrated to a few mL and pH was adjusted to 8.5 with 1M K3PO3. The resulting precipitate was isolated by filtration and dried under reduced pressure to afford the title compound (0.940 g, 76%) as a white solid. mp. 211 – 213 C (Litt5. 204 C). 1H NMR (300 MHz, DMSO-d6) delta 8.31 (s, 1H), 7.95 (dd, J = 8.0, 0.9 Hz, 1H), 7.83 (dd, J = 7.6, 0.9 Hz, 1H), 7.29 (dd, J = 8.0, 7.6 Hz, 1H). 13C NMR (75 MHz, DMSO-d6) delta 165.5, 144.1, 143.6, 132.3, 124.7, 124.3, 121.0, 113.8

The synthetic route of 1H-Benzimidazole-7-carboxylic acid has been constantly updated, and we look forward to future research findings.

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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H6N2O2

Example 180N-((ls,4s)-4-(5-Fluoro-2-(4′-((4-(2-hydroxyethyl)-l,4-diazepan-l-yl)methyl)-2′-(((S)-3- methylmorpholinoJmethylJbiphenyl-S-yloxyJnicotinamidoJcyclohexylJ-lH- benzo [d] imidazole-4-carboxamide To a solution of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(4′-((4-(2-hydroxyethyl)-l,4- diazepan- 1 -yl)methyl)-2′-(((S)-3 -methylmorpholino)methyl)biphenyl-3 -yloxy Nicotinamide (200 mg, 0.24 mmol) in dry DMF (5 mL) under nitrogen was added DIPEA (0.161 mL, 0.97 mmol) at RT. The solution was stirred until homogeneous. To this solution was added dropwise a solution of lH-benzo[d]imidazole-4-carboxylic acid (39.5 mg, 0.24 mmol) and l,l’-carbonyldiimidazole (39.5 mg, 0.24 mmol) in dry DMF (5 mL) under nitrogen which had been allowed to stir at 40 0C for 1 hour. The reaction mixture was allowed to stir at 50 0C overnight. The mixture was evaporated to dryness and the residue dissolved in DCM (100 ml) and washed with saturated NaHCC^aq), brine, dried (MgSC^) and evaporated to give a yellow oil. The crude product was purified by preparative HPLC using a 95-5% gradient of aqueous 0.2% ammonia in methanol as eluent to give the the title compound as a white solid. Yield: 22 mg1H NMR (W MHz, CDCl3) delta 8.12 – 8.06 (m, 2H), 7.94 – 7.82 (m, 2H), 7.70 (d, J= 7.9 Hz, IH), 7.43 (d, J= 7.9 Hz, IH), 7.38 – 7.31 (m, 2H), 7.24 – 7.10 (m, 5H), 7.07 (d, J= 7.9 Hz, IH), 4.25 – 4.18 (m, IH), 4.16 – 4.09 (m, IH), 3.82 (d, J= 13.9 Hz, IH), 3.64 – 3.58 (m, 5H), 3.49 – 3.43 (m, IH), 3.40 – 3.31 (m, IH) 3.03 – 2.93 (m, 2H), 2.81 – 2.73 (m, 5H) 2.72 – 2.62 (m, 7H), 2.39 – 2.31 (m, IH), 2.12 – 2.03 (m, IH), 1.98 – 1.74 (m, 10H), 0.66 (d, J= 6.2 Hz, 3H). MS: [M+H]+=819 (calc=819) (MultiMode+)

The synthetic route of 46006-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 46006-36-4

. [148] Into a 50-mL round-bottom flask, was placed lH-l,3-benzodiazole-4-carboxylic acid (42 mg, 0.26 mmol, 1.00 equiv), HATU (164 mg, 0.43 mmol, 1.50 equiv), DIEA (111 mg, 0.86 mmol, 3.00 equiv), 4,5,6,7-tetrahydro-2H-indazol-3-amine dihydrochloride (60.6 mg, 0.29 mmol, 1.10 equiv), N,N- dimethylformamide (5 mL). The resulting solution was stirred overnight at 25 C. The reaction mixture was diluted with DCM (50 mL), washed with H2O (50 mL x 3) and brine (50 mL x 3) and dried with Na2SC>4. After filtration, the filtrate was concentrated under vacuum. The crude product was purified by Prep-HPLC with the following conditions (Analyse HPLC-SHIMADZU): Column: XBridge Shield RP18 OBD Column, 5um, 19* 150mm; Mobile Phase A: water (0.1%FA), Mobile Phase B: ACN; Flow rate: 20 mL/min; Gradient: 3% B to 20% B in 17 min; 254 nm. The collected fraction was lyophilized to give 18.5 mg (25%) of (3-amino-4,5,6,7-tetrahydroindazol-2-yl)(lH-benzo[d]imidazol-4-yl)methanone (Example 48) as an off-white solid. Rt= 15.5 min; MS (ES, m/z) [M+H]+: 282; 1HNMR (DMSO- 6, 400MHz, ppm): delta 11.57(s, 1H); 8.71(s, 1H); 8.02(d, J=7.6, 1H); 7.87(d, J=8.0, 1H); 7.47-7.43(m, 1H); 2.61-2.58(m, 2H); 2.45-2.46(m, 2H); 1.76-1.67(m, 4H).

Statistics shows that 46006-36-4 is playing an increasingly important role. we look forward to future research findings about 1H-Benzimidazole-7-carboxylic acid.

Reference:
Patent; THE ROCKEFELLER UNIVERSITY; PONDA, Manish, P.; BRESLOW, Jan, L.; SELNICK, Harold; EGBERTSON, Melissa; (207 pag.)WO2017/205296; (2017); 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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 46006-36-4

1 H-Benzoimidazole-4-carboxylic acid (7.3 g) was suspended in 350 ml of tetrahydrofuran and cooled with dry ice-acetone bath. Lithium aluminium hydride (4M, 21 ml) was slowly added. The reaction wasstirred and allowed to warm up to room temperature overnight. The reaction was quenched with 5 ml methanol and extracted with 800 ml of 20% methanol and 80% ethyl acetate. After filtration, solid was discarded. Evaporation of filtrate under reduced pressure resulted in 7 g crude (1H-Benzoimidazol-4-yl)methanol (M+1=149.1,) to be used for next step

The synthetic route of 46006-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; ZHOU, Qun-Yong; (93 pag.)WO2017/177026; (2017); 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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 46006-36-4

A mixture of l-(3-((5-aminopyridin-3-yl)amino)-5-methyl-5H-chromeno[4,3- c]pyridin-8-yl)pyrrolidin-2-one (60 mg, 0.14 mmol, HC1 salt), lH-benzo[d]imidazole-4- carboxylic acid (57 mg, 0.35 mmol) and EDCI.HC1 (30 mg, 0.16 mmol) in pyridine (2 mL) was heated at 30 C for 12 h. A yellow suspension was formed. LCMS (Rt = 0.586 min; MS Calcd: 531.2; MS Found: 532.2 [M+H]+). The mixture was concentrated and the residue was poured into water (20 mL) and stirred for 2 minutes. The aqueous layer was extracted with ethyl acetate (20 mL x3). The combined organic layer was washed with water (20 mL x2) and brine (20 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by prep-HPLC (0.225% FA as an additive) and lyophilized to give N-(5-((5-methyl- 8-(2-oxopyrrolidin-l-yl)-5H-chromeno[4,3-c]pyridin-3-yl)amino)pyridin-3-yl)-lH- benzo[d]imidazole-4-carboxamide (41.7 mg, yield: 55%) as a yellow solid. (1559) NMR (400 MHz DMSO-rie) d 1.56 (3H, d, J= 6.5 Hz), 2.01-2.10 (2H, m), 2.52-2.54 (2H, m, overlapped with the peak of DMSO), 3.84 (2H, t, J= 7.9 Hz), 5.30 (1H, q , J= 6.7 Hz), 6.79 (1H, s), 7.32 (1H, dd, J= 8.7, 2.1 Hz), 7.40 (1H, d, J= 2.3 Hz), 7.47 (1H, t , J= 7.8 Hz), 7.88-7.92 (2H, m), 8.03 (1H, d, J= 7.5 Hz), 8.62 (1H, d, J= 2.0 Hz), 8.66 (1H, s), 8.72 (1H, s), 8.75 (1H, t, J= 2.0 Hz), 8.81 (1H, d, J= 2.0 Hz), 9.72 (1H, brs), 12.06 (1H, brs).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

46006-36-4, 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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Into a 250-mL round-bottom flask, was placed a solution of 1H-1,3-benzodiazole-4- carboxylic acid (4.0 g, 24.67 mmol, 1.00 equiv) in methanol (60 mL), and sulfuric acid (6 mL). The resulting solution was stirred overnight at room temperature then concentrated under vacuum. The resulting solution was diluted with 30 mL of sodium chloride (aq) then extracted with EtOAc (2 x 30 mL) and the organic layers were combined. The pH value of the aqueous layer was adjusted to >7 with NaHCO3 (2M) and was extracted with EtOAc (2 x 30 mL). All EtOAc solutions were then combined and concentrated under reduced pressure to provide methyl 1H-1,3-benzodiazole-4-carboxylate as a red solid (2.5 g, 58% yield).

The synthetic route of 1H-Benzimidazole-7-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; PADILLA, Fernando; TOOGOOD, Peter, L.; CHEN, Shoujun; (331 pag.)WO2016/138335; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

46006-36-4, 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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

(3-Methylbenzoimidazol-4-yl)-(l-methyl-lH-spiro[chromeno[4,3- c]pyrazole-4,4′-piperidine]-l’-yl)methanone [00562] Step 1: (lH-Benzo[d]imidazol-4-yl)(l-methyl-lH-spiro[chromeno[4,3- c]pyrazole-4,4′-piperidine]-l’-yl)methanone To a solution of l-methylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine] (211 mg, 0.830 mmol), lH-benzimidazole-4-carboxylic acid (134 mg, 0.830 mmol) and triethylamine (346 mu, 2.50 mmol) in dichloromethane (2 mL) was added HATU (314 mg, 0.830 mmol) in one portion and the mixture was stirred for 12 hours. The reaction mixture was treated with 1M NaOH (1 mL) for 10 minutes. Dichloromethane (5 mL) was added. The two layers were separated and the aqueous layer was extracted with dichloromethane (2 x 5 mL). The organic layers were combined, washed with brine, dried over MgSC^, filtered and evaporated to yield a residue that was purified on silica using a gradient of 0.5-30% MeOH in dichloromethane to yield (lH-benzo[d]imidazol-4-yl)(l -methyl- lH-spiro[chromeno[4,3-c]pyrazole-4,4′- piperidine]-l’-yl)methanone. ESI-MS m/z calc. 399.5, found 400.5 (M+l)+. Retention time: 1.12 minutes (4 min run).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; KALLEL, Edward, Adam; MILLER, Mark, Thomas; PONTILLO, Joseph; ANDERSON, Corey; NUMA, Mehdi; FRIEMAN, Bryan, A.; BEAR, Brian, Richard; ARUMUGAM, Vijayalaksmi; HILGRAF, Nicole; MCCARTNEY, Jason; GROOTENHUIS, Peter, Diederik Jan; JOHNSON, James, Philip; WO2011/140425; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem