Month: September 2021

These common heterocyclic compound, 18469-37-9, name is 4-Bromo-N,N-dimethylbenzamide, 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. Computed Properties of C9H10BrNO

Example 23 Reduction of N,N-dimethyl-4-bromobenzamide A 20-mL eggplant flask equipped with a three-way cock and a magnetic stirrer was heat dried while pumping to a vacuum of 5 Pa before its interior was purged with argon atmosphere. Into the flask, iron complex A (1.0 mg, 0.002 mmol) was admitted as catalyst and dissolved in toluene (0.5 mL). To the solution, 1,2-bis(dimethylsilyl)benzene (475 muL) was added through a syringe, and N,N-dimethyl-4-bromobenzamide (228 mg, 1.0 mmol) was added. The solution was stirred at 100 C. for 30 minutes. Toluene was distilled off in vacuum. The crude product was purified by silica gel-packed column chromatography using hexane/ethyl acetate (20/1) as developing solvent, obtaining N,N-dimethyl-4-bromobenzylamine (184 mg, 0.86 mmol, 86%).

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

Reference:
Patent; Shin-Etsu Chemical Co., Ltd.; Kyushu University, National University Corporation; NAGASHIMA, Hideo; SUNADA, Yusuke; TSUTSUMI, Hironori; HASHIMOTO, Toru; SAKUTA, Koji; (24 pag.)US2016/23196; (2016); A1;,
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54468-86-9, name is 2-Amino-N,N-dimethylbenzenesulfonamide, 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. Application In Synthesis of 2-Amino-N,N-dimethylbenzenesulfonamide

To a screw cap vial was added 2-amino-(N, N-dimethyl) phenylsulphonamide (34.9mg, 0. [17MMOL),] DPT (40.5mg, 0. [17MMOL)] and [CH2CI2] (3mL). The resultant bright orange solution was stirred at room temperature for 1 hour and forty-five minutes. At this time, DPT was again added (21. Omg, 0. [09MMOL)] and after one hour of stirring, a TLC was taken showing the reaction to be 50% complete. DPT was again added (21. Omg, 0. [09MMOL)] and the reaction was heated to [50C] for one hour. The reaction mixture was put through an SPE tube [(CH2CI2)] to yield the title compound as a yellow oil (34. [1 MG,] 98%).

The synthetic route of 54468-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NPS ALLELIX CORP.; WO2004/22534; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, 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 63920-73-0, Product Details of 63920-73-0

Example 26. Preparation of 2-[4-(5,7-Dimethoxy-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,6-dimethyl-phenoxy]-N-(4-methoxy-phenyl)-acetamide [0257] To a solution of 4-hydroxy-3,5-dimethyl-benzaldehyde (9.00 g, 60.0 mmol) in ethanol (300 mL) were added potassium carbonate (24.9 g, 180 mmol) and methyl bromoacetate (11.4 mL, 120 mmol). The reaction mixture was stirred at 95C under nitrogen for 16 hours. The mixture was concentrated to dryness under reduced pressure. Water (150 mL) and 1 N NaOH solution (90 mL) were added to the residue. The mixture was stirred at room temperature for 30 minutes, then washed with ether. Concentrated HCI was added slowly to the aqueous solution until a large amount of white precipitate formed. The solid was filtered, washed with water, and air-dried, to give (4-formyl-2,6-dimethyl-phenoxy)- acetic acid as a white solid. Yield: 11.1 g (89%).[0258] To a solution of (4-formyl-2,6-dimethyl-phenoxy)-acetic acid (3.12 g, 15.0 mmol) and 2-amino-4,6-dimethoxy-benzamide (2.94 g, 15.0 mmol) in N,N-dimethylacetamide (50 mL) were added sodium hydrogen sulfite (58.5 wt%, 3.02 g, 16.5 mmol) and p-toluenesulfonic acid monohydrate (0.285 g, 1.50 mmol). The reaction mixture was stirred at 1200C for 17 hours under nitrogen and cooled to room temperature. The precipitate was filtered, washed with water, then methanol, and air-dried to give 1.29 g [4-(5,7-dimethoxy-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid. The filtrate was concentrated to dryness and water was added. The suspension was stirred for 30 minutes and filtered. The solid was washed with water, then methanol. After air drying, 3.78 g more [4-(5,7-dimethoxy-4-oxo-3, 4-dihydro-quinazolin-2-yl)-2,6-dimethyl-phenoxy]- acetic acid was obtained. Yield: 5.07 g (88%).[0259] To a mixture of [4-(5,7-dimethoxy-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid (0.400 g, 1.04 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (EDCI; 0.240 g, 1.24 mmol), 1-hydroxybenzotriazole hydrate (HOBt; 0.17 g, 1.24 mmol) in DMF (10 ml_) was added 4-methylmorpholine (0.20 mL, 1.8 mmol). After 10 minutes, p-anisidine (0.26 g, 2.08 mmol) was added. The mixture was stirred at room temperature under nitrogen for 2.5 days. The solvent was removed under reduced pressure. Water was added, stirred for 30 minutes. The solid was filtered, washed with water, and dried in air. The crude product was purified by column chromatography (silica gel, 230-400 mesh; 5% MeOH in CH2CI2 as eluent). The product fractions were combined, concentrated to dryness. The solid was dissolved in small amount of dichloromethane, precipitate out by adding ether. The precipitate was filtered, washed with ether, dried under vacuum to afford the title compound as a white solid. Yield: 0.26 g (51%). 1H NMR (400 MHz, CDCI3): delta 10.30 (br s, 1 H), 8.52 (s, 1 H), 7.83 (s, 2H), 7.58 (dd, J = 6.8 and 2.0 Hz, 2H), 6.93 (dd, J = 6.8 and 2.0 Hz, 2H), 6.84 (d, J = 2.4 Hz, 1 H), 6.48 (d, J = 2.0 Hz, 1 H), 4.44 (s, 2H), 3.97 (s, 3H), 3.94 (s, 3H), 3.83 (s, 3H), 2.42 (s, 3H). MS (ES+) m/z: 490.55 (M+1).

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; RESVERLOGIX CORP.; HANSEN, Henrik, C.; WAGNER, Gregory, S.; ATTWELL, Sarah, C.; MCLURE, Kevin, G.; KULIKOWSKI, Ewelina, B.; WO2010/123975; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 4141-08-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4141-08-6 name is 2-Amino-N-methylbenzamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 2-amino-N-methylbenzamide 15.00g(0.1mol) and triethylamine 12.10g(0.12mol) in 150 mL dichloromethane was added 12.40g(0.11mol) chloroacetyl chloride in 30mL dichloromethane at room temperature for 0.5 hours. Then the reaction mixture was continued stirring at room temperature for another 2-3 hours and monitored by TLC. After the reaction was over, the mixture was concentrated under reduced pressure, the residual was filtered and washed with 50ml of 10% diluted hydrochloric acid, 50ml of saturated sodium bicarbonate solution, 50ml of water and 50ml of petroleum ether successively, then dried to give 18.90g intermediate 2-(2-chloroacetamido)-N-methylbenzamide as white solid with yield of 83.4%, m.p. 155-157C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-N-methylbenzamide, and friends who are interested can also refer to it.

Reference:
Patent; Sinochem Corporation; Shenyang Research Institute of Chemical Industry Co., Ltd.; REN, Lanhui; LIU, Changling; WANG, Lizeng; LI, Zhinian; SUN, Xufeng; LAN, Jie; WU, Qiang; CHI, Huiwei; EP2636669; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 216961-61-4, The chemical industry reduces the impact on the environment during synthesis 216961-61-4, name is tert-Butyl (10-aminodecyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure 2. Starting compound III: S-Methyl N-cyano-N’-(2-methyl4-pyridylisothiourea. Starting compound IV: 10-t-Butoxycarbonylaminodecylamine. Purification: Flash chromatography (Eluent 1% NH3(aq) and 0-10% MeOH in CH2Cl2). The compound was obtained as a yellow oil. 13C NMR (CDCl3) delta: 158.1, 157.3, 155.5, 149.4, 146.2, 116.5, 113.5, 112.0, 77.2, 41.7, 29.4, 28.9, 28.8, 28.6, 28.6, 28.6, 28.2, 26.2, 26.1, 24.0.

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, tert-Butyl (10-aminodecyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Leo Pharmaceutical Products, Ltd. A/S; US6346520; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 174799-52-1, name is tert-Butyl (2-(benzylamino)ethyl)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. name: tert-Butyl (2-(benzylamino)ethyl)carbamate

Preparation 64: Synthesis of tert-butyl 2-(N-benzyl-N-methylamino)ethylcarbamate (B)To a cooled (~5 C) solution of compound A (6.2 g, 25.0 mmol) and TEA (3.0 g, 29.7 mmol, 4.13 mL) in chloroform (50 mL) was added iodomethane (4.2 g, 29.7 mmol, 1.85 mL). The pressure tube was sealed, and the mixture stirred at ambient temperature for 20 h. The mixture was then precipitated with ether (300 mL); the white solid was filtered off and washed with ether (50 mL). The filtrate was concentrated and the residual yellow oil (5.2 g) was purified by silica gel column chromatography (2-10% MeOH gradient in DCM) to give compound B (3.3 g, 12.5 mmol, 50%) as a colorless oil. TLC Rf (DCM/MeOH 9:1): 0.55. LC-MS [M+H] 264.3 (C15H24N2O2 +H, calc: 264.4).

The synthetic route of tert-Butyl (2-(benzylamino)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOFORE, INC.; JENKINS, Thomas, E.; HUSFELD, Craig, O.; SEROOGY, Julie, D.; WRAY, Jonathan, W.; WO2011/133150; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2895-21-8, name is N-Isopropyl-2-chloroacetamide, 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 2895-21-8, Application In Synthesis of N-Isopropyl-2-chloroacetamide

A mixed solution of the compound 1 (120 mg), the compound 2 (123 mg), and sodium carbonate (96 mg) in acetonitrile (5 mL) was stirred for 22 hours at 50C under argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water and saturated brine, and dried over Chem Elut (registered trademark). The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluent: chloroform-ammonia water (10% methanol solution) = 90:10). The resultant residue was triturated with a mixed solvent of hexane-ethyl acetate to give the compound 3 (95 mg) as a pale yellow solid. MS (APCI) 365 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Isopropyl-2-chloroacetamide, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SAKAKIBARA, Ryo; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; YAMAGUCHI, Minami; AKAHOSHI, Fumihiko; (69 pag.)EP3381904; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 683-57-8, The chemical industry reduces the impact on the environment during synthesis 683-57-8, name is 2-Bromoacetamide, I believe this compound will play a more active role in future production and life.

Example 25; 2-[4-({|2-(trifluoroniethyl)phenyl]sulfonyl}amino)piperidin-l-yl]acetamide; [0234] To a suspension of N-piperidin-4-yl-2-(trifluoromethyl)benzenesulfonamide hydrochloride salt, example 3, (74 mg, 0.21 mmol) in acetone was added potassium iodide (catalytic amount) and bromoacetamide (33 mg, 0.23 mmol). The reaction mixture was heated (500C, 16 h) and monitored by LCMS. The solvent was removed in vacuo and water was added. The product was extracted with ethyl acetate and concentrated to dryness. The crude residue was purified by flash chromatography using asolvent system comprised of dichloromethane and 10% methanolic dichloromethane (0 to 80%). The isolated free base was dissolved in ethyl acetate and treated with HCl gas to afford the hydrochloride salt of 2- [4-({[2-(trifluoromethyl)phenyl]sulfonyl}amino)piperidin-l-yl]acetamide (72 mg, 85%).[0235] MS (ESI+) m/z 366;HPLC purity 100.0%, Rtau 4.6 minutes;HRMS: calculated for C4H18F3N3O3S + H+, 366.10937; found (ESI, [MH-H]+), 366.1075;

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

Reference:
Patent; WYETH; WO2008/61016; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1280210-80-1, The chemical industry reduces the impact on the environment during synthesis 1280210-80-1, name is MK-3102 interMediate3, I believe this compound will play a more active role in future production and life.

Step A: tert-Butyl { (2R.3S,5R)-2-(2,5-difluorophenyl)-5- [2-(methylsulfonyl)-2,6- dihydropyrrolo [3 ,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl } carbamateA vessel was charged with N,N-dimethylacetamide (520.6 kg), 2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate (intermediate 2, 30.0 kg, 86.8 mol), and tert-butyl [(2R,35)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3 -yl]carbamate (intermediate 1, 31.2 kg, 95.3 mol). After dissolving at room temperature, the solution was cooled to 0-10 C and sodium triacetoxyborohydride (24 kg, 113 mol) was added in four equalportions every 40 mm. The reaction was then allowed to warm to room temperature and stirred an additional 5h. The solution was then cooled to 5-15 C and water (672 kg) was added over 1- 2h. The resulting slurry was filtered and the cake washed sequentially with N,Ndimethylacetamide, twice with water, and then n-heptane. The solids were dried under vacuum at 40-60 C to give tert-butyl { (2R,3S,5R)-2-(2,5-difluorophenyl)-5 – [2-(methylsulfonyl)-2,6-dihydropyrrolo [3 ,4-cjpyrazol-5(41])-yljtetrahydro-2H-pyran-3-yl } carbamate.

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, MK-3102 interMediate3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ARROYO, Itzia; KRUEGER, Davida; CHEN, Ping; MOMENT, Aaron; BIFTU, Tesfaye; SHEEN, Faye; ZHANG, Yanfeng; MERCK SHARPE & DOHME LTD.; WO2013/3249; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 79722-21-7, A common heterocyclic compound, 79722-21-7, name is tert-Butyl benzyloxycarbamate, molecular formula is C12H17NO3, 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.

Sodium hydride 60% dispersion in mineral oil (0.55 g, 13.7 mmol) was added portion- wise to a stirring solution of fe/f-Butyl /V-(benzyloxy)carbamate (2.05 g, 9.18 mmol) in DMF (15 mL) under a nitrogen atmosphere at ambient temperature. The reaction mixture was stirred for 15 min. 1 (3.00 g, 10.1 mmol) in DMF (10 mL) was added dropwise and the reaction mixture was stirred under a nitrogen atmosphere at ambient temperature overnight. The reaction mixture was quenched with water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The organic layers were pooled, washed with brine (100 mL), dried over Na2S04 and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 1 :4 ethyl acetate/hexane to give a yellow oil (Yield: 1 .94 g, 37%). (0296) 1 H NMR (400 MHz, CDCI3): : delta 7.78 – 7.82 (m, 2H), 7.65 – 7.70 (m, 2H), 7.29 – 7.37 (m, 5H), 4.77 (s, 2H), 3.87 (t, J = 7.2 Hz, 2H), 3.69 (t, J = 7.2 Hz, 2H), 3.60 – 3.62 (m, 2H), 3.54 – 3.57 (m, 2H), 1.45 (s, 9H); 13C NMR (101 MHz, CDCI3): delta 168.3, 156.8, 135.8, 134.1 , 132.3, 129.6, 128.6, 128.5, 123.4, 81 .5, 77.1 , 67.7, 67.3, 49.8, 37.5, 28.4.

The synthetic route of 79722-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF SYDNEY; CODD, Rachel; KATSIFIS, Andrew; LIFA, Tulip; TIEU, William; RICHARDSON-SANCHEZ, Tomas; (90 pag.)WO2017/96430; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics