Amides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 13304-62-6, name is N-Benzylacrylamide, 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 13304-62-6, HPLC of Formula: C10H11NO

General procedure: To a solution of compound 5 (6) (3 mmol) and substituted acrylamide (3.3 mmol) in dry DMF was added Pd(OAc)2 (3%) and triethylamine (6 mmol). The reaction mixture was stirred under 100 C via microwave (500 w) for 7 min. Then the mixture was poured into 10% HCl ice water (200 ml) slowly with stirring. The suspension was filtered through a filter and filter cake was collected and dried. The crude product was purified by chromatography over silica gel to give compounds 7 or 8.

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

Reference:
Article; Zhang, Yikai; Zhong, Hanyu; Lv, Zhiliang; Zhang, Mingfeng; Zhang, Tao; Li, Qisheng; Li, Ke; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 158 – 167;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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 2-(pyrrolidin-l-yl)acetic acid(l94 mg, 1.5 mmol), HATU (627 mg, l .65mmol) and DIPEA (582 mg, 4.5 mmol) in DCM (10 mL) was stirred at room temperature for 0.5 h. Then tert- butyl 4-aminophenethylcarbamate (354 mg, 1.5 mmol) was added and the reaction was stirred at room temperature overnight. TLC showed the reaction completed. The reaction mixture was concentrated and purified by column chromatography to afford the title compound as yellow solid (220 mg, 42.3 % yield). NMR (500 MHz, DMSO-riri) d: 9.74 (s, 1H), 7.53 (d, J= 8.3 Hz, 2H), 7.12 (d, J= 8.3 Hz, 2H), 6.86 (t, J= 5.3 Hz, 1H), 3.37 (s, 2H), 3.10 (dd, J= 13.9, 6.5 Hz, 2H), 2.70 (d, J= 3.3 Hz, 4H), 2.66 – 2.60 (m, 2H), 1.78 (dd, J= 6.1, 3.0 Hz, 4H), 1.37 (s, 9H).

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; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 148017-28-1,Some common heterocyclic compound, 148017-28-1, name is tert-Butyl sulfamoylcarbamate, molecular formula is C5H12N2O4S, 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 stirred mixture of 1-pentanol (0.43 g, 4.88 mmol, 1.0 equiv), N-tert- butoxycarbonyl-sulfamide {prepared from chlorosulfonyl isocyanate according to Y. Nishino et al., Organic Process Research & Development 2003, 7, 649-654} (1.02 g, 5.18 mmol, 1.06 equiv), triphenylphosphine (1.76 g, 6.71 mmol, 1.37 equiv) and ethyl acetate (5 mL) was added 1,1′-(azodicarbonyl)dipiperidine (ADDP) (1.55 g, 6.14 mmol, 1.26 equiv). The reaction mixture was stirred at room temperature for 14 h. After the solvents were removed in vacuo, the residue was purified by chromatography on silica gel (10% to 20% ethyl acetate in hexanes) to afford N- aminosulfonyl-ferf-butyl pentylcarbamate (0.849 g, 65%). LC-MS (3 min) iR = 1.74 min m/z 251 [M-CH3J+, 210 [M-C4H8]+; 1H NMR (400 MHz, CDCI3) delta 5.29 (br s, 2H), 3.68-3.64 (m, 2H), 1.69-1.61 (m, 2H), 1.53 (s, 9H), 1.37-1.24 (m, 4H)1 0.90 (t, J = 7.0 Hz, 3H); 13C NMR (100 MHz, CDCI3) delta 152.5, 84.1 , 47.6, 29.0, 28.4, 27.9, 22.1, 14.0.

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 sulfamoylcarbamate, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2006/83924; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 87905-98-4, A common heterocyclic compound, 87905-98-4, name is Benzyl (5-hydroxypentyl)carbamate, molecular formula is C13H19NO3, 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.

<5-4> Preparation of 1-O-(N-Carbobenzoxy-6-Aminopentyl)-2,3,4,6-tetra-O-Benzoyl-D-Glucopyranoside N-carbobenzoxy-6-aminopentanol (0.32 g, 1.35 mmol) and trimethylsilyl trifluoromethanesulfonate (0.25 ml, 1.35 mmol) were dissolved in dichloromethane (10 ml) and cooled to 0 C. To this solution, was added a solution obtained by dissolving the compound obtained in Preparative Example <5-3> (1 g, 1.4 mmol) in dichloromethane (25 ml), and the mixture thus obtained was stirred for 2 hours.After the completion of the reaction, the reaction mixture was filtered through celite. The filtrate thus obtained was washed with saturated aqueous NaHCO3 and aqueous NaCl. The product thus obtained was dried over Na2SO4, concentrated under a reduced pressure, and then purified by column chromatography (ethyl acetate_hexane=1:2) to obtain the title compound as a transparent sticky oil (0.8 g).1H NMR (CDCl3): delta 1.20-1.54 (m, 6H), 2.93-2.95 (d, J=6.1 Hz, 2H), 3.51-3.54 (m, 1H), 3.88-3.95 (m, 1H), 4.10-4.17 (m, 1H, H-5), 4.47 (dd, J=12.2 Hz, 5.0 Hz, 1H, H-6b), 4.63 (d, J=11.9 Hz, 2H, H-6b, NH), 4.81 (d, J=7.7 Hz, 1H, H-1), 5.08 (s, 1H, benzyl), 5.52 (t, J=9.4 Hz, 1H, H-2), 5.68 (t, J=9.7 Hz, 1H, H-4), 5.91 (t, J=9.6 Hz, 1H, H-3), 7.26-8.03 (m, 25H, arom).

The synthetic route of 87905-98-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chung, Sung-Kee; Lee, Woo Sirl; Kim, Boram; Im, Jungkyun; Ghosh, Subhash C.; US2011/224423; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, A new synthetic method of this compound is introduced below., Recommanded Product: 116861-31-5

To a refluxing solution of hydrazine hydrate (6.40 g, 128.00 mmol) in ethanol (14.5 mL) was added a solution of tert-butyl 3-chloropropylcarbamate (9A) (3.80 g, 19.62 mmol) in ethanol (14.5 mL), dropwise over 80 min. The mixture stirred at reflux for 1 h. The reaction mixture was then evaporated and the residue diluted with diethyl ether (60 mL). The two layers were separated. The organic layer was washed with saturated sodium carbonate solution (17 mL) and evaporated to give tert-butyl 3-hydrazinylpropylcarbamate (10A) (1.60 g, 8.45 mmol, 43%) as a yellow oil. The crude material was used in the next step without further purification. ESMS m/z 190 (M+H)+.

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; SOVA PHARMACEUTICALS, INC.; STEIN, Gregory; RAO, Srinivas, G.; DURON, Sergio, G.; CHAPMAN, Justin; SYDSERFF, Simon, G.; WO2014/18571; (2014); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 7326-73-0, name is 3-(N,N-Dimethylsulfamoyl)benzoic 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. COA of Formula: C9H11NO4S

To a mixture of HATU (36.25 mg, 95.35 pmol) and 3-(dimethylsulfamoyl)benzoic acid (20.04 mg, 87.40 pmol) in DCM (2.0 mL) was added DIPEA (41 .07 mg, 317.82 pmol) in one portion at 20 C under N2. The mixture was stirred at 20 C for 10 min. Then (2S)-2-amino-N-(4-phenylthiazol-2-yl)pentanamide (50.0 mg, 128.41 pmol, TFA salt) was added and the mixture was stirred at 20 C for 2 hours. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by prep-HPLC (TFA condition; column: Boston pH-lex 150*25 10 pm; mobile phase: [water (0.1 %TFA)- ACN]; B%: 57%-76%, 8 min) and lyophilized to give compound 17 as a white solid. 1 H NMR (400MHz, DMSO-de) d 12.52 (s, 1 H), 9.05 (d, J = 7.6 Hz, 1 H), 8.29-8.27 (m, 2H), 7.93-7.90 (m, 3H), 7.81 -7.79 (m, 1 H), 7.64 (s, 1 H), 7.54-7.39 (m, 2H), 7.38-7.27 (m, 1 H), 4.76-4.70 (m, 1 H), 2.68-2.65 (m, 6H), 1 .86-1 .83 (m, 2H), 1 .58-1 .31 (m, 2H), 0.96-0.92 (m, 3H) ppm. LCMS (ESI) m/z: [M+H]+ = 487.1. Chiral HPLC: Amycoat-MeOH(DEA)-40-7min-3mL, 2.022 min.

The synthetic route of 3-(N,N-Dimethylsulfamoyl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FOGHORN THERAPEUTICS INC.; ANTHONY, Neville, John; MILLAN, David, Simon; VASWANI, Rishi, G.; SCHILLER, Shawn, E.R.; (239 pag.)WO2019/152437; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 224309-64-2, These common heterocyclic compound, 224309-64-2, name is tert-Butyl (4-hydroxycyclohexyl)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.

To a stirred solution of tert-butyl (4-hydroxycyclohexyl)carbamate (25.0 g, 116.1 mmol, 1eq) in dry dicloromethane (250 ml_) was added triethylamine (32.2 ml_, 232.3 mmol) at 0 C under N2 atmosphere at room temperature. Mesyl chloride (10 ml_, 127.7 mmol) was added drop wise to the above reaction mixture after 15 min. Then reaction mixture was stirred at room temperature for 16 hour. The reaction mixture was quenched with aq. sodium bicarbonate, extracted with dichloromethane. The combined extracts were washed with water, brine and dried over anhydrous sodium sulphate, filtered and solvents evaporated from the filtrate under reduced pressure to obtain crude product which was purified by column chromatography to yield 25.0 g (73.5 %) of 4-((tert- butoxycarbonyl)amino)cyclohexyl methanesulfonate (INT-2). The final product was characterized by NMR.

Statistics shows that tert-Butyl (4-hydroxycyclohexyl)carbamate is playing an increasingly important role. we look forward to future research findings about 224309-64-2.

Reference:
Patent; PRIMETIME LIFE SCIENCES, LLC; JANAK, Khimchand Padia; (274 pag.)WO2019/50850; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 78191-00-1, name is N-Methoxy-N-methylacetamide, molecular formula is C4H9NO2, 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. Product Details of 78191-00-1

A suspension of 6-bromo-3-isopropyl[1 ,2,4]triazolo[4,3-a]pyridine hydrochloride (1.00 g, 3.62 mmoi) in THF (18.0 mL) was charged with a positive stream of nitrogen and cooled to 0 0C. The resulting suspension was then treated with commercially available solution of isopropylmagnesium chloride in diethyl ether (2.0 M THF solution, 3.5 mL, 7.0 mmol). The internal temperature of the reaction was not allowed to exceed 0 0C. The resulting dark solution was allowed to stir for 1 hour and then the reaction was treated with N-methoxy-N-methyl acetamide. After 4 hours, the reaction was quenched with 100 mL of saturated ammonium chloride solution and was extracted with ethyl acetate (3 X 250 mL). The resulting organic extract was Na2SO4 dried, filtered, and concentrated in vacuo to a residue that was directly subjected to normal phase silica chromatography (60 % ethyl acetate, 30 % hexanes, 10 % MeOH) to furnish a gum (743 mg, 85 %). 1H NMR (300 MHz, O4-MeOH) delta 9.02 (s, 1 H), 7.87 (dd, J= 9.7, 1.5 Hz, 1 H), 7.68 (dd, J= 9.6, 1.1 Hz, 1 H), 3.72 (septet, J = 6.8 Hz, 1 H), 2.68 (s, 3H), 1.51 (d, J= 6.8 Hz1 6H); LC/MS C-18 column, tr = 0.48 minutes (5 to 95% acetonitrile/water over 5 minutes at 1 ml/min with detection 254 nm, at 50 0C). ES-MS m/z 204 (M+H). ES-HRMS m/z 204.1158 (M+H calcd for C11H14N3O requires 204.1131).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 78191-00-1, its application will become more common.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/18735; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1129-26-6,Some common heterocyclic compound, 1129-26-6, name is 4-Methoxybenzenesulfonamide, molecular formula is C7H9NO3S, 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.

At room temperature, the appropriate amount of organic solvent (volume ratio of 1: DMAC 2 and the mixture of PEG-200), add, Compounds 200mmol formula (II), 15mmol lOOmmol catalyst into the formula (I), (Three mistakes to 12mmol chloride (A1C13) and 3mmol zinc iodide (Znl2) mixture), 80mmol oxidant Phi (TFA) 2,20mmol lOOmmol additives of niobium pentachloride and trifluoromethanesulfonic acid; and then warmed to 80 C, and the reaction was stirred at this temperature for 2 hours;After the [0046] reaction, the reaction system was cooled to room temperature, followed by addition of a saturated aqueous solution of sodium thiosulfate was sufficiently washed with acetone was added and extracted 3 times, the combined organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure , the residue by flash column chromatography on silica gel, ethyl acetate and an equal volume of petroleum ether mixture as eluent, to afford the compound of formula (III), in a yield of 96.9%

The synthetic route of 1129-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang Wei; Zhang, Wei; (10 pag.)CN105294518; (2016); A;,
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. 72179-84-1, name is (Methylsulfamoyl)amine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: CH6N2O2S

A solution of 8-Cyclohexyl-1,1a,2,12b-tetrahydro-11-methoxy-1a-(methoxycarbonyl)-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxylic acid (140 mg, 0.31 mmol) and CDI (64 mg, 0.40 mmol) in THF (3 mL) was stirred for 1 hr at 60 C. N-methylsulfamide (68 mg, 0.62 mmol) and DBU (71.6 mg, 0.47 mmol) were added and the mixture was stirred at 60 C. overnight. The reaction was then poured into cold water, acidified with dilute hydrochloric acid and extracted into ethyl acetate. The extracts were washed sequentially with dilute hydrochloric acid (0.1 N), and brine, and then dried (anhy. sodium sulfate), filtered and evaporated to provide the title compound as a brown solid. ESI-MS m/e 552 (MH+). This material was used without further purification.

The synthetic route of 72179-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/130057; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics