Tag: M.W=100-200

Reference of 6973-09-7, A common heterocyclic compound, 6973-09-7, name is 5-Amino-2-methylbenzenesulfonamide, molecular formula is C7H10N2O2S, 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.

Example No.B.1.1 : ter*-Butyl-cis-4-((6-(4-methyl-3-sulf amoylphenylamino)- l/ -p r azolo [3,4- i/|pyrimidin-l-yl)methyl)cyclohexylcarbamate; A solution of ~er~-butyl-cw-4-((6-chloro-l//-pyrazolo[3,4-i/]pyrimidin-l- yl)methyl)cyclohexylcarbamate (1.66 g, 4.53 mmol, prepared using A from Preparation No.2 and ter^butyl-czs-(4-hydroxymethyl)cyclohexylcarbamate [AMRI]), 5-amino-2- methylbenzenesulfonamide (1.10 g, 5.89 mmol, Waterstone), and sodium teri-butoxide (1.306 g, 13.59 mmol) in 1,4-dioxane (15 mL) was stirred at ambient temperature for about 30 min. In a separate 10 mL nitrogen purged vial charged with Pd2(dibenzylideneacetone)3 (0.415 g, 0.453 mmol) and 2-di-~er~-butylphosphino-2′,4′,6′-triisopropylbiphenyl (0.789 g, 1.86 mmol) was added 1,4-dioxane (2 mL) followed by heating to about 80 ¡ãC for about 2 min. The mixture was subsequently cooled to ambient temperature. The catalyst solution was added to the reaction mixture at ambient temperature and the reaction mixture was heated to about 80 ¡ãC for about 16 h. The reaction mixture was cooled to ambient temperature then water (100 mL) and EtOAc (50 mL) were added and the organic layer was separated. The aqueous layer was further extracted with EtOAc (2 x 50 mL) and the combined organic extracts were dried over anhydrous MgSOt, filtered through a silica gel pad, and concentrated under reduced pressure. The crude residue was purified by silica gel chromatography eluting with 50percent EtOAc in heptane to provide tert-butyl-cis-4-((6- (4-methyl-3-sulfamoylphenylamino)-lH-pyrazolo[3,4-d]pyrimidin-l- yljmethyljcyclohexylcarbamate (0.58 g, 25percento) as a light yellow solid. LC/MS (Table 2, Method a) R, = 1.38 min; MS m/z: 516 (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; ABBOTT LABORATORIES; WOLLER, Kevin R.; CURTIN, Michael L.; FRANK, Kristine E.; JOSEPHSOHN, Nathan S.; LI, Biqin C.; WISHART, Neil; WO2011/156698; (2011); A2;,
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Electric Literature of 115643-59-9, 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. 115643-59-9, name is 2-Amino-6-fluorobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 14 was prepared according tothe procedure previously reported.38 A solution of sodiumnitrite (4.14 g, 60 mmol) in 0.5 N HCl (240 mL) was stirred at0 C for 20 min. Anthranilamide 13 (30 mmol) dissolved inN,N-dimethylformamide (DMF, 15 mL) was then addeddropwise to the solution described above for 40 min. Afterthe mixture had been stirred for an additional 1 h at 0 C, 30%aqueous ammonia was added slowly to adjust the pH to 10.0.The reaction mixture was allowed to stir for 15 min and thenreacidified to pH 2.0. After the mixture had been stirred for 30min, the precipitated product was filtered off with suction,washed with water (200 mL), and dried to afford compound 14in yields of 75-83%.

The chemical industry reduces the impact on the environment during synthesis 2-Amino-6-fluorobenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhou, Yuan; Feng, Jiangtao; He, Hongwu; Hou, Leifeng; Jiang, Wen; Xie, Dan; Feng, Lingling; Cai, Meng; Peng, Hao; Biochemistry; vol. 56; 49; (2017); p. 6491 – 6502;,
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Electric Literature of 57957-24-1, 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. 57957-24-1, name is N-(1-Phenylvinyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

; (Examples 10 to 22); In a 50-mL autoclave, 6 mg (1.0¡Á10-2 mmol) of the [rhodium(I)((1S,1S’,2R,2R’)-1,1′-do-tert-butyl-[2,2′]-diphosphetane)(norbornadiene)]hexafluorophosphate synthesized in Example 8 and used as a catalyst and 1 mmol of the dehydroamino acid derivative (or enamide derivative) shown in Table 1 were charged. Then, the system was evacuated and purged with hydrogen four times. The autoclave was returned to normal pressure, and a cock was opened to rapidly add 4 mL of degassed dehydrated methanol from the cock using a syringe and then closed. The reactor was cooled with dry ice/ethanol, and then the reaction system was again evacuated and purged with hydrogen four times. After the hydrogen pressure was set to a predetermined value, the refrigerant was removed, and the reaction system was stirred with a magnetic stirrer until hydrogen consumption was stopped. After the completion of reaction, the reaction solution was passed through silica gel column chromatography (developing solvent: ethyl acetate) to remove the catalyst, and then the residue was concentrated with an evaporator to obtain a reduced product. In any reaction, the yield was about 100%. The optical purity (ee) of each product was analyzed with chiral HPLC or chiral GC. The results are shown in Table 1. These results were obtained at a ratio of substrate : catalyst = 100 : 1. [Table 1]

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-(1-Phenylvinyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Amide – Wikipedia,
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Electric Literature of 50667-69-1, These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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-(Hydroxymethyl)trifluoracetamide (0.82 g; 5.73 mmol) was added to a mixture of 10 mL conc. H2SO4 and 2-chlor-6-fluorobenzoic acid (1 g; 5.73 mmol) under ice bath cooling and stirred at rt overnight. The mixture was poured into ice, DCM was added, the resulting precipitate was filtered, washed with DCM and water and dried. The residue was purified by HPLC.Yield: 400 mg (23%; Purity: 95%) MS: [M-H]-=298

Statistics shows that 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide is playing an increasingly important role. we look forward to future research findings about 50667-69-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263556; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 20348-09-8, name is 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, 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 20348-09-8, category: amides-buliding-blocks

To a solution of compound 15 (1 g, 6.66 mmol) in DMF (30 mL) was added dropwise bromine (0.480 mL, 9.32 mmol). The reaction mixture was stirred overnight at room temperature. Water was added and a precipitate was formed which was collected by filtration and dried in lyophilizer overnight to afford title compound 16 (1.16 g, 76% yield). IH NMR (DMSO-d6) delta (ppm): 11.43 (s, IH), 8.04 (d, J = 2.0 Hz, IH), 7.65 (d, J = 2.0 Hz, IH), 4.67 (s,2H).

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, 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; METHYLGENE INC.; WO2009/100536; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 640-61-9, name is N,4-Dimethylbenzenesulfonamide, 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 640-61-9, category: amides-buliding-blocks

The reaction mixture, which was prepared from Bromoethynylbenzene (1.38 g, 7.31mmol), N-Methyl-p-toluenesulfonamide (1.23 g, 6.65 mmol), K2CO3 (1.83 g, 13.3mmol), CuSO4?5H2O (0.17 g, 0.66 mmol) and 1,10-Phenanthroline (0.24 g, 1.33mmol) in Toluene (8 mL), was stirred at 60 C for 40 h. After cooled to rt, the resulting mixture was filtered on celite, and the volatiles were removed under reduce pressure. The residue was separated by column chromatograpy on silica gel(Hexane/EtOAc = 3:1) to provide 1f (1.74 g, 92%). IR (KBr) nu 2233, 1339, 1189 cm-1; 1H NMR (400 MHz, CDCl3) delta 2.46 (s, 3H), 3.15(s, 3H), 7.07-7.32 (m, 3H), 7.32-7.64 (m, 4H) 7.84 (d, J = 8.2 Hz, 2H); 13C NMR(100 MHz, CDCl3) delta 21.6, 39.2, 68.9, 83.9, 122.6, 127.7, 127.8, 128.2, 129.7, 131.3,133.1, 144.8; EI-LRMS m/z 285 (M+), 130, 105, 89; EI-HRMS m/z calcd for C16H15NO2S (M+) 285.0823, found 285.0817.

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

Reference:
Article; Wakamatsu, Hideaki; Yanagisawa, Rika; Kimura, Sho; Osawa, Nao; Natori, Yoshihiro; Yoshimura, Yuichi; Synlett; vol. 28; 16; (2017); p. 2135 – 2138;,
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Adding a certain compound to certain chemical reactions, such as: 3984-14-3, name is N,N-Dimethylsulfamide, 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 3984-14-3, COA of Formula: C2H8N2O2S

To a solution of 4-((5-chloro-6-fluoropyridin-3-yl)oxy)-2,5-difluorobenzoic acid (Preparation 19, 490 mg, 1 .62 mmole) in DCM (100 mL) was added N,N- dimethylsulfamide (Preparation 29, 241 mg, 1 .94 mmol), followed by addition of HOBt (2 mg, 120 umol), DMAP (237 mg, 1 .94 mmol) and EDCI (31 1 mg, 1 .62 mmol). The reaction mixture was stirred at 30 C for 16 hours. The solvent was removed in vacuo then 2M HCI (20 mL) was added and extracted with EtOAc (3x 15 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound (570 mg, 86%) that was used directly in library protocol 1 . 1 H NMR (400 MHz, DMSO) delta ppm 2.85 (s, 6H), 7.35 (s, 1 H), 7.75 (s, 1 H), 8.20 (s, 1 H), 8.25 (s, 1 H), 1 1 .95 (s, 1 H). LCMS Rt 2.82 min MS m/z 408 [M-H]”

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

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; GALAN, Sebastien Rene Gabriel; MILLAN, David Simon; RAWSON, David James; STORER, Robert Ian; STUPPLE, Paul Anthony; SWAIN, Nigel Alan; WO2013/102826; (2013); A1;,
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Electric Literature of 627-12-3,Some common heterocyclic compound, 627-12-3, name is Propyl carbamate, 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.

General procedure: CuI (10mol%) and EDA (10mol%) were added to a mixtureof O-alkyl carbamate (1mmol), NaOtBu (1.5mmol) and aryl halide (1mmol) in 2mL toluene and the mixture wasstirred for the appropriate time, which was determined byTLC monitoring, at 100C. After completion of the reaction,the catalyst was removed by filtration and 20mL H2Owas added to the filtrate. The resultant mixture was extractedwith CHCl3.Then the organic phase was washed with water(2 ¡Á 10mL) and dried over anhydrous Na2SO4.After evaporationof CHCl3under reduced pressure, the correspondingcrude product was purified by flash chromatography to givethe desired pure cross-coupling product in good to excellentyield. In the case of using arylboronic acids as couplingpartners, Cu(OAc)2 was employed instead of CuI.

The synthetic route of 627-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sardarian, Ali Reza; DindarlooInaloo, Iman; Zangiabadi, Milad; Catalysis Letters; vol. 148; 2; (2018); p. 642 – 652;,
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Synthetic Route of 63069-49-8, A common heterocyclic compound, 63069-49-8, name is 2-Amino-5-fluorobenzamide, molecular formula is C7H7FN2O, 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.

o-Anisoyl chloride (15.7 g, 92 mmol) was added dropwise to a solution ofaminobenzamide 2-amino-5-fluorobenzamide (13.0 g, 84 mmol) and triethylamine (16 mL, 110 mmol) in tetrahydrofuran (100 mL) cooled in an ice bath. Immediately a precipitate started forming. Stirring of the solution was continued for 5 hours at room temperature. The formed precipitate was collected by filtration and was washed twice with diethyl ether and dried at 50 C in vacuo. The dried solid was suspended in 2 N aqueous sodium hydroxide solution (250 mL) and heated at reflux until a clear solution was obtained (3 hours). The reaction mixture was cooled to room temperature and filtered. The filtrate was acidified to pHPatent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); A1;,
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Reference of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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 suspension of 1,1-dimethylethyl (3-methyl-2-pyridinyl)carbamate (3Og, 144mmol) in tetrahydrofuran (30OmL) at O0C under an atmosphere of nitrogen was added n-butyl-lithium (2.3M, 123mL) over 90 mins. After 30 mins at O0C lambda/,2-dimethyl-/V- (methyloxy)propanamide (22.7g, 173mmol) was added. After a further 60 mins at O0C the reaction was allowed to warm to ambient temperature and was added to 5M aqueous hydrochloric acid (30OmL) and heated to 600C for 1.5 h. The organic was separated. The aqueous was basified with 10M aqueous sodium hydroxide and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and concentrated in vacuo to give the title compound as an orange crystalline solid (22.04g, 95%). LCMS rt = 2.38mins, MH+= 161

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/34860; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics