Author: Jessica.F

Reference of 67341-01-9, These common heterocyclic compound, 67341-01-9, name is tert-Butyl (2-hydroxy-1-phenylethyl)carbamate, 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.

N-Boc-D-phenylglycinol (5.0 kg), triethylamine (3.55 L), and dimethylformamaide (10.54 L) were charged to a reactor, agitated, and the mixture was cooled to 0 0C. Methanesulfonyl chloride (1.79 L) was charged through a dip-tube while maintaining the temperature below 5 0C. After completion of the reaction, acetone (15.0 L) was charged to the reactor while maintaining temperature below 5 0C. Water (12.0 L) was charged to the mixture over 3 hr, maintaining temperature below 5 0C, during which time crystallization occurred. An additional portion of water (18 L) was added while maintaining the temperature below 5 0C. The mixture was filtered and the cake was washed with 2:1 (v/v) water: acetone three times (2 x 10 L, 1 x 6600 L) and dried between 25- 40 0C under vacuum to provide methanesulfonic acid (S)-3-tert- butoxycarbonyl-amino-3-phenyl-propyl ester Id (6.278 kg, 94.5% molar yield) as a white solid. LCMS (ESI) m/z 216.0 (M-100(Boc)H+)

Statistics shows that tert-Butyl (2-hydroxy-1-phenylethyl)carbamate is playing an increasingly important role. we look forward to future research findings about 67341-01-9.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2009/62087; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37073-15-7, name is 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, belongs to amides-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 37073-15-7, category: amides-buliding-blocks

To a solution of 2-(4-fluorophenyl)acetonitrile (2 g, 15 mmol) in DMSO (15 mL) at 8 C was added t-BuOK (2.84 g, 29 mmol). The mixture was stirred for 10 min and a solution of compound 6-1 (2.92 g, 15 mmol) in DMSO (40 mL) was then added slowly via an addition funnel. The reaction mixture was warmed to RT and stirred overnight, quenched with water, and neutralized with saturated aq. NH4C1. The mixture was extracted with EtOAc (3×100 mL). The combined organic layers were washed with water, brine, dried over MgS04, and filtered. The filtrate was concentrated and purified by silica gel column chromatography (PE/EtOAc = 5: 1) to give 6-2.

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; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; KAELIN, David Earl, Jr.; SCOTT, Jack, D.; WU, Wen-Lian; BURNETT, Duane, A.; WO2014/99794; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 120157-97-3, 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. 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Sodium hydride (60% in mineral oil, 134 mg, 3.35 mmol) was added portionwise to a solution of 1,1-dimethylethyl [2-(4-bromophenyl)ethyl]carbamate (for a preparation see Intermediate 99) (914 mg, 3.04 mmol) in tetrahydrofuran (THF) (25 mL). The reaction mixture was stirred at room temperature for 15 min, then methyl iodide (0.952 mL, 15.22 mmol) was slowly added to the mixture which was stirred under nitrogen for a further 2 h. An extra portion of methyl iodide (0.952 mL, 15.22 mmol) was then added to the mixture which was stirred at the same temperature for 2 more hours before being treated with methanol (1 mL). Most of the solvent was removed in vacuo and the residue partitioned between AcOEt (50 mL) and water (30 mL). The layers were separated and the aqueous phase was extracted with AcOEt (20 mL). The combined organic phases were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (gradient: 5 to 15% AcOEt in Hexanes) gave 1,1-dimethylethyl [2-(4-bromophenyl)ethyl]methylcarbamate (566 mg, 1.801 mmol, 59%) as a colourless oil. LCMS (method G): Retention time 1.35 min, [M+H]+=315.9 (1 Br)

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, N-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 122848-57-1,Some common heterocyclic compound, 122848-57-1, name is tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate, molecular formula is C10H18N2O2, 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 10 mL microwave reaction vessel compound 5-chloro-6-ethyl-2- (pyrido[3,2-b]pyrazin-7-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl 4-methylbenzenesulfonate (Example 19) (0.02 g, 0.039 mmol) and tert-butyl 3,6-diazabicyclo[3.2.0]heptane-6- carboxylate (7.7 mg, 0.039 mmol) was dissolved in ethanol (0.1 mL). The reaction was sealed and heated to 100C for 0.5 h after which the solvent was removed and the crude was used for the next step without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate, its application will become more common.

Reference:
Patent; TRIUS THERAPEUTICS, INC.; CREIGHTON, Chris; TARI, Les; CHEN, Zhiyong; HILGERS, Mark; LAM, Thanh; LI, Xiaoming; TRZOSS, Michael; ZHANG, Junhu; FINN, John; WO2011/32050; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 597563-17-2, name is tert-Butyl (1-(3-bromophenyl)cyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 597563-17-2

Step 2. [1-(3-Pyrazol-1-yl-phenyl)-cycIopropyl]-carbamic acid tert-butyl ester (4).This was prepared according to the literature: Antiila, J. C. et al. J. Org. Chem. 2004, 69, 5578-5587. A mixture of 1.49 g (4.8 mmol, 1.0 eq) of 1 , 0.49 g (7.2 mmol, 1.5 eq) of 2, and 1.61 g (11.7 mmol, 2.4 eq) of K2CO3 in 6.5 mL of dry toluene was prepared. While stirring, 0.15 mL (0.95 mmol, 0.20 eq) of 3 and 0.10 g (0.52 mmol, 0.11 eq) of CuI was added. The mixture was purged with N2 and was heated in a sealed vessel at 110 C for 20 h. After cooling to room temperature, the crude reaction mixture was flash chromatographed on silica with a step gradient of 20% and 30% EtOAc/hexanes as eluents. After concentration by rotary evaporation, 0.70 g (49% yield) of viscous yellow oil was isolated as product 4. (M + H)+ = 300.2. 1H-NMR (CDCI3) delta 7.92 (m, 1 H), 7.73 (m, 1 H), 7.60 (s, 1 H), 7.51 (d, J = 8.1 Hz, 1 H), 7.39 (m, 1 H), 7.18 (d, J= 7.8 Hz, 1 H), 6.48 (s, 1 H), 1.46 (s, 9H), 1.28 (m, 4H).

The synthetic route of 597563-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2007/47306; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1129-26-6, name is 4-Methoxybenzenesulfonamide, belongs to amides-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 1129-26-6, Application In Synthesis of 4-Methoxybenzenesulfonamide

To p-methoxybenzenesulfonamide (5.00 g, 26.7 mmol, 1.00 equiv) in methanol (100 mL) at 23 C was added potassium hydroxide (3.75 g, 66.8 mmol, 2.50 equiv). The reaction mixture was stirred at 23 C for 10 min and subsequently cooled to 0 C. To the reaction mixture at 0 C was added iodobenzene diacetate (8.60 g, 26.7 mmol, 1.00 equiv). The reaction mixture was stirred at 0 C for 10 min and further stirred at 23 C for 2.0 h. The reaction mixture was poured into cold water (700 mL) and kept at 0 C for 4 h. The suspension was filtered off and the filter cake was washed with water (2 x 200 mL) and methanol (2 x 200 mL) to afford 7.90 g of the title compound as a colorless solid (76% yield).NMR Spectroscopy: NMR (500 MHz, DMSO-cfe, 23 C, delta): 7.70 (d, J = 7.5 Hz, 2H), 7.49-7.44 (m, 3H), 7.32-7.28 (m, 2H), 6.78 (d, J = 8.5 Hz, 2H), 3.74 (s, 3H). 13C NMR (125 MHz, DMSO- , 23 C, delta): 160.6, 136.9, 133.2, 130.5, 130.2, 128.0, 117.0, 113.4, 55.4. These spectroscopic data correspond to the reported data in reference8.

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, 4-Methoxybenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; LEE, Eunsung; KAMLET, Adam, Seth; POWERS, David; FURUYA, Takeru; WO2012/24604; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-18-0, 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. 98-18-0, name is 3-Aminobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Pyridine (1.0 mL, 12.98 mmol) was added dropwise to a mixture of 2- fluoro-4-methyl-benzoyl chloride (2.24 g, 12.98 mmol), 3-aminobenzenesulfonamide (2.235 g, 12.98 mmol) and dichloromethane (40.32 mL) at room temperature. The mixture was allowed to stir at room temperature for 2.5 hours before water (150 mL) was added. The mixture was filtered and the solid was collected by vacuum filtration. The solid was slurried with diethyl ether (30 mL) and filtered (twice). The solid was placed in a vacuum oven at 40 ¡ãC overnight to give 2-fluoro-4-methyl-N-(3-sulfamoylphenyl)benzamide (1.81 g, 45percent) as an off-white solid. ESI-MS m/z calc. 308.06, found 309.5 (M+1) +; Retention time: 1.42 minutes ( 3 minutes run ). 1H NMR (400 MHz, DMSO-d6) delta 10.61 (s, 1H), 8.32 (s, 1H), 7.89 – 7.80 (m, 1H), 7.62 – 7.51 (m, 3H), 7.39 (s, 2H), 7.24 – 7.11 (m, 2H), 2.39 (s, 3H) ppm.

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, 3-Aminobenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara Sabina; ANDERSON, Corey; TERMIN, Andreas P.; BEAR, Brian Richard; ARUMUGAM, Vijayalaksmi; KRENITSKY, Paul; JOHNSON, James Philip; WO2015/10065; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

25625-57-4, name is 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C9H7BrF3NO

Example 6: 2-[3-(4-Bromophenyl)-2-oxo-7-oxa-1 ,4-diazaspiro[4.4]non-3-en-1 -yl]-N-[3- (trifluoromethyl)phenyl]acetamide; 3-(4-Bromophenyl)-7-oxa-1 ,4-diazaspiro[4.4]non-3-en-2-one (D21 ) (0.6g) in DMF (4ml) was cooled to ice bath temp and treated with sodium hydride (81 mg) under argon. The mixture was stirred for 30 minutes when 2-bromo-N-[3-(trifluoromethyl)phenyl]acetamide (D16) (631 mg) in DMF (3ml) was added over 2 hours by syringe pump. The mixture was then allowed to warm to room temp overnight. The solvent was partially removed then in vacuo and then poured into water and extracted with ethyl acetate. The ethyl acetate layer was dried with brine and sodium sulphate and the solvent was removed. The mixture was purified by MDAP and then crystallised by stirring with ether to give the title compound. (414mg) 1H NMR (CDCI3) delta: 2.4-2.6 (2H, m), 3.96 (1 H, m), 4.06 (1 H, m), 4.22 (1 H, m), 4.35 (3H, m), 7.4 (2H, m), 7.65 (3H, m), 7.88 (1 H, m), 8.33 (2H, m) 8.75 (1 H, br) 19F NMR (DMSO) delta: -62.8 (s), Mass Spectrum (Electrospray LC/MS): Found 496/8 (MH+). Ret. time 3.08 min.

The synthetic route of 25625-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; UNIVERSITY OF NOTTINGHAM; WO2008/92877; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 38267-76-4, 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. 38267-76-4, name is tert-Butyl ethylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00698] Step C: 6-chloro-3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-phenoxycyclohexyl)-1H-pyrazolo[4,3-c]pyridine (25 mg, 0.061 mmol), 2-(Dicyclohexylphosphino)-2?,4?,6?-tri-i-propyl-1,1?-biphenyl (29 mg, 0.061 mmol), Cs2CO3 (80 mg, 0.25 mmol) and Pd2(dba)3 (28 mg, 0.031 mmol) were diluted with dioxane (500 muL), followed by the addition of tert-butyl ethylcarbamate (89 mg, 0.61 mmol). The reaction mixture was purged with argon, sealed and heated to 95 C. After 12 h, the reaction was partitioned between ethyl acetate and water, dried over MgSO4, filtered and concentrated. The residue was purified over silica gel (10-60% ethyl acetate/hexanes) to afford tert-butyl ethyl(3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-phenoxycyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-yl)carbamate (20 mg, 0.039 mmol, 63 % yield).

The synthetic route of tert-Butyl ethylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C6H12BF3KNO2

[01299] A mixture of 4-chloro-5 -(trifluoromethyl) -2-[2-(trifluoromethyl)pyrimidin-5 -yl]pyrimidine (300 mg, 0.91 mmol, 1.00 equiv), Pd(PPh3)2C12 (128 mg, 0.18 mmol, 0.20 equiv), sodium carbonate (193 mg, 1.82 mmol, 1.99 equiv), and potassium tert-butyl N-[(trifluoro-lambda4- boranyl)methyl]carbamate (216 mg, 0.91 mmol, 0.99 equiv) in t-butanol (10 mL)/water (1 mL) was stirred for 2 hours at 80C under nitrogen. The resulting solution was diluted with brine, extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1/8) to afford the title compound (230 mg, 60%) as white solid. LCMS [M+H] 424.

The synthetic route of 1314538-55-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics