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Extracurricular laboratory: Synthetic route of C14H10N2O2

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, Diphenyl N-cyanocarbonimidate, other downstream synthetic routes, hurry up and to see.

Related Products of 79463-77-7, The chemical industry reduces the impact on the environment during synthesis 79463-77-7, name is Diphenyl N-cyanocarbonimidate, I believe this compound will play a more active role in future production and life.

Diphenyl N-cyanocarbonimidate [79463-77-7] (200 mg, 0.81 mmol) and 3,4-dimethoxyaniline [6315- 89-5] (137 mg, 0.89 mmol) were dissolved in DCM (2 mL) and 2-propanol (2 mL) and DIPEA (159 mg, 1.22 mmol) were added and the reaction mixture was stirred at r.t. for ~1 h. The mixture was concentrated in vacuo and the residue was purified by flash column chromatography on silica (gradient elution with 15 – 100% EtOAc/hexane) to afford the title compound (198 mg, 82%) as a white solid. dH (300 MHz, DMSO -d6) 10.65 (s, 1H), 7.51 – 7.37 (m, 2H), 7.36 – 7.22 (m, 3H), 7.09 (d, J 1.8 Hz, 1H), 7.03 – 6.91 (m, 2H), 3.75 (s, 6H).

Reference:
Patent; UCB BIOPHARMA SRL; CHOVATIA, Prafulkumar Tulshibhai; CONNELLY, Rickki Lee; FRANKLIN, Richard Jeremy; HASLETT, Gregory William; HENRY, Alistair James; MADDEN, James; NEUSS, Judi Charlotte; NORMAN, Timothy John; PHILPS, Oliver; PITT, William Ross; RAMPALAKOS, Konstantinos; SELBY, Matthew Duncan; SELVARATNAM, Suganthan; TRANI, Giancarlo; ZHU, Zhaoning; (768 pag.)WO2019/243550; (2019); A1;,
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Analyzing the synthesis route of Diphenyl N-cyanocarbonimidate

Statistics shows that Diphenyl N-cyanocarbonimidate is playing an increasingly important role. we look forward to future research findings about 79463-77-7.

Synthetic Route of 79463-77-7, These common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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.

Diphenyl N-cyanocarbonimidate [79463-77-7] (200 mg, 0.81 mmol, 97 mass%) and 4- aminomorpholine [4319-49-7] (100 mg, 0.98 mmol) were dissolved in DCM (2 mL) and 2-propanol (1.57 g, 26.1 mmol) and DIPEA (159 mg, 1.22 mmol) were added. The reaction mixture was stirred at r.t. for ~1 h before concentrating in vacuo. The crude residue was purified by flash column chromatography on silica (gradient elution with 15-100% EtOAc/hexane) to afford the title compound (170 mg, 85%) as a white solid. dH (300 MHz, DMSO -d6) 10.39 (s, 1H), 7.42 (t, J 7.8 Hz, 2H), 7.28 (t, J 7.4 Hz, 1H), 7.23 – 7.08 (m, 2H), 3.68 (s, 4H), 2.89 (s, 4H). INTERMEDIATES 222 and 223

Statistics shows that Diphenyl N-cyanocarbonimidate is playing an increasingly important role. we look forward to future research findings about 79463-77-7.

New learning discoveries about Diphenyl N-cyanocarbonimidate

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Related Products of 79463-77-7, A common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, molecular formula is C14H10N2O2, 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.

Intermediate 122 (100 mg, 0.27 mmol) was dissolved in isopropanol (5 mL) and DIPEA (52.7 mg, 0.41 mmol) and diphenyl N-cyanocarbonimidate [79463-77-7] (79.7 mg, 0.32 mmol) were added. The reaction mixture was stirred at r.t. for ~1 h. p-Toluidine [106-49-0] (31.9 mg, 0.30 mmol) was added and the reaction mixture was stirred at r.t for ~4 h. The reaction mixture was heated at 80 C for 30 minutes. The precipitate was filtered, washing with isopropanol and Et20 to afford the title compound (70 mg, 0.15 mmol, 54%). LCMS [M+H]+478.2, [M+Na]+ 500.2, RT 2.174 minutes, 100.0% purity (Method 1).

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

The origin of a common compound about 79463-77-7

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Compound 42 (424 mg, 1.78 mmol) in 2-propanol (40 mL) was treated with adamantane-1-methylamine hydrochloride (23)18 (357 mg, 1.77 mmol) and triethylamine (300 muL, 2.16 mmol) and the homogeneous solution was stirred at room temperature for 18 h. The resulting precipitate was collected by filtration, washed with diethyl ether (10 mL) and dried under vacuum to give 52 as a white solid (275 mg, 50%). Data matched that previously reported.18

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Callis, Timothy B.; Reekie, Tristan A.; O’Brien-Brown, James; Wong, Erick C.N.; Werry, Eryn L.; Elias, Nabiha; Jorgensen, William T.; Tsanaktsidis, John; Rendina, Louis M.; Kassiou, Michael; Tetrahedron; vol. 74; 12; (2018); p. 1207 – 1219;,
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Brief introduction of 79463-77-7

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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: Diphenyl N-cyanocarbonimidate

A solution of 4-aminopidine (0.612 g, 6.5 mmol), diphenyl N-cyanocarbonimidate (1.540 g, 6.5 mmol) and triethylamine (1.0 mL, 6.5 mmol) in acetonitrile (15 mL) was stirred at 80 C for 2h and illowed to stir at room temperature for 12 h. The reactionmixture was concentrated under reduced pressure to give a residue. The residue was diluted with ethyl acetate, washed with water. The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography on silica gel (methanoll dichloromethane = 10/90) to give titled compound (0.700 g, 47 %) as green thickmass.LCMS: mlz 239.10 [M+H] .

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak; PANIGRAHI, Sunil Kumar; WO2014/111871; (2014); A1;,
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Share a compound : 79463-77-7

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Electric Literature of 79463-77-7, 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. 79463-77-7, name is Diphenyl N-cyanocarbonimidate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Alternatively, a mixture of 2n (4.46 g, 21.3 mmol) and diphenylcyanocarbimidate (5.07 g, 21.3 mmol) in 2-PrOH (100 mL) was stirred at ambient temperature under N2 for 20 h. The solids that formed were collected by filtration and washed with 2-PrOH to afford 3k (5.90 g, 78%) as an off-white solid: 1H NMR (300 MHz, DMSO-d6) delta 10.82 (s, 1 H), 7.50-7.37 (m, 2H), 7.32-7.26 (m, 4H), 7.08-7.03 (m, 2H), 6.82 (dd, J = 7.9, 1.9 Hz, 1H), 4.98 (t, J = 4.9 Hz, 1 H), 4.07 (t, J = 6.5 Hz, 2H), 3.93-3.76 (m, 4H), 2.06-2.00 (m, 2H).

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2007/30680; (2007); A2;,
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Discovery of 79463-77-7

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

To a mixture of 3-(2-aminoethyl)-1-(4-chlorobenzyl)-6-(3-fluoro-4-isopropoxyphenylimino)-1,3,5-triazinane -2,4-dion hydrochloride (200 mg, 0.413 mmol) and ethyl ether (8 mL) were added triethylamine (0.126 mL, 0.908 mmol) and diphenyl-N-cyanocarbonimidate (216 mg, 0.908 mmol), and the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl)-6-(3-fluoro-4-isopropoxyphenylimino)-3-(4-cyanoimino-4-phenoxy-3-aza butyl)-1,3,5-triazinane-2,4-dion (170 mg, Yield: 70%) as colorless solid. 1H-NMR (delta ppm TMS/CDCl3): 1.40 (6H, d, J=6.0 Hz), 3.70 (2H, m), 4.07 (2H, m), 4.49 (1H, sept, J=6.0 Hz), 5.17 (2H, s), 6.47-6.61 (1H, m), 6.94 (1H, t, J=8.7 Hz), 7.16-7.20 (4H, m), 7.30-7.46 (4H, m), 7.79 (1H, m), 8.25 (1H, s).

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; KAMEYAMA, Takayuki; HORIGUCHI, Tohru; ASAHI, Kentaro; ENDOH, Takeshi; FUJII, Yasuhiko; SHINTANI, Takuya; NAKAMURA, Ken’ichiroh; JIKIHARA, Sae; HASEGAWA, Tsuyoshi; OOHARA, Miho; TADA, Yukio; MAKI, Toshikatsu; IIDA, Akira; EP2604595; (2013); A1;,
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The important role of 79463-77-7

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

Reference of 79463-77-7,Some common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, molecular formula is C14H10N2O2, 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.

Diphenyl cyanocarbonimidate (5.3 g, 21.56 mmol) in DCM (50 mL) was added to a sol. of l-(4methoxyphenyl)-2,2-dimethylpiperazine (5 g, 21.56 mmol) in DCM (190 mL). The r.m. was stirred at r.t. for 24 h. Water was added and the mixture was extracted with DCM. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated. The residue was suspended in DIPE, filtered off and dried in the oven. Yield: 6.12 g of intermediate 1 (77 %).

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
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Discovery of 79463-77-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diphenyl N-cyanocarbonimidate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 79463-77-7, name is Diphenyl N-cyanocarbonimidate, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 79463-77-7, category: nitriles-buliding-blocks

[00606] 147A. l-(3-Chloro-2-fiuorophenyl)-N-[(10R,14S)-5-{[(lZ)- (cyanoimino)(phenoxy)methyl] amino } – 10-methyl-9-oxo-8 , 16- diazatricyclo[13.3.1.02’7]nonadeca-l(19),2(7),3,5,15,17-hexaen-14-yl]-5-methyl-lH- l,2,3-triazole-4-carboxamide: A mixture of Example 89 (Alternative, HC1 salt) (10 mg, 0.016 mmol), pyridine (10.42 mu?, 0.129 mmol) and diphenyl cyanocarbonimidate (7.67 mg, 0.032 mmol) in 2-propanol (0.15 mL) was stirred in a pressure-tested vial at room temperature for 2 h. The reaction mixture was concentrated to give the product (11 mg, 99%) as an oily solid. MS(ESI) m/z: 692 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diphenyl N-cyanocarbonimidate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.; CORTE, James R.; GILLIGAN, Paul J.; FANG, Tianan; SMITH II, Leon M.; WANG, Yufeng; YANG, Wu; EWING, William R.; WO2013/22818; (2013); A1;,
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Some scientific research about 79463-77-7

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

To a solution of 3,4-difluoroaniline (646 mg, 5 mmol) in isopropanol (10 mL) was added diphenyl cyanocarbonimidate (1.19 g, 5 mmol) and the suspension was stirred at room temperature over night. The precipitate was filtered off, washed with isopropanol and dried under reduced pressure to yield the title compound as a white solid (1.18 g, 86%).MS ISP (m/e): 274.1 (100) [(M+H)+].1H NMR (DMSO-D6, 300 MHz): 5(ppm) = 10.92 (s, 1H), 7.65 (m, 1H), 7.43 (m, 3H), 7.29 (m, 4H).

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAUMANN, Karlheinz; FLOHR, Alexander; GOETSCHI, Erwin; GREEN, Luke; JOLIDON, Synese; KNUST, Henner; LIMBERG, Anja; LUEBBERS, Thomas; THOMAS, Andrew; WO2011/101304; (2011); A2;,
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