Category: amides-buliding-blocks

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;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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

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. 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 676371-64-5

A mixture of methyl 3 -(tert-butoxycarbonylamino)bicyclo [1.1.1 Ipentane- 1 -carboxylate (500 mg, 2.1 mmol) in EtOAc (15 mL) was added HC1/EtOAc (15 mL, 4 M in EtOAc). The reaction mixture was stirred at 20 C for 2 h. The reaction mixture was concentrated under reduced pressure.

The synthetic route of 676371-64-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; CRAIG, Robert A., II; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; HALE, Christopher R. H.; LEXA, Katrina W.; OSIPOV, Maksim; REMARCHUCK, Travis; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (187 pag.)WO2019/32743; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, 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 C6H5FN2O4S

A solution of isopropanol (225 mL) and small chunks of sodium metal (1.92 g, 83.6 mmol) were heated to reflux for 2.5 hours, until the sodium was consumed. The resulting solution was added while still hot to a solution of Intermediate 31 (8.37 g, 38.0 mmol) in THF/iPrOH (1/1, v/v, 150 mL) over a 10 minute period and stirred at room temperature for 3.5 hours. The reaction mixture was partitioned between EtOAc and brine and 1 N aqueous HCl. The organic phase was then washed with brine, dried with Na2SO4 and evaporated to give the title compound.

The synthetic route of 4-Fluoro-3-nitrobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WANG, Aihua; Zhang, Yan; Leonard, Kristi Anne; Hawkins, Michael; Tounge, Brett Andrew; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129811; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37045-73-1, name is 3-(Methylsulfonamido)aniline, 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 37045-73-1, Computed Properties of C7H10N2O2S

General procedure: To a solution of N-[4-[5-(3-aminophenyl)-1,2,4-oxadiazol-3-yl]-3-chlorophenyl]-3-pyridinecarboxamide (VIc)(0.2 g, 0.51 mmol, 1 equiv) in THF (20 ml) was added phosgene(15wt % in toluene, 1.7 ml, 2.55 mmol, 5.0 equiv) and the reactionmixture was refluxed under N2 for 4 h. Upon the reactioncompletion as indicated by TLC the solution was concentratedunder reduced pressure, flushed with dry toluene. To theresulting residuewas added THF (20 ml), the appropriate aniline(0.77 mmol, 1.5 equiv) and DIPEA (0.132 g, 178 ml, 1.02 mmol, 2equiv) and the reaction mixture was refluxed under N2 overnight.Upon completion of the reaction as indicated by TLC, thesolution was concentrated, and the residue was purified bychromatography to give the desired final products (25-50).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Methylsulfonamido)aniline, and friends who are interested can also refer to it.

Reference:
Article; Dokla, Eman M.E.; Fang, Chun-Sheng; Abouzid, Khaled A.M.; Chen, Ching S.; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 7341-96-0, A common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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 solution of 4-(tert-butyl-dimethyl-silanyloxymethyl)-benzaldehyde oxime (which may be made as described in Preparation of Intermediate 17; 3 g, 11.3 mmol) in DMF (25 mL) was cooled to 0 C and N-chlorosuccinimide (1.51 g, 11.3 mmol) was added in portions. The cooling bath was removed and the reaction mixture was stirred for 2.5 h. The mixture was poured into ice- water (75 mL) and this was extracted with Et2O (3 x 100 mL). The combined organic layers were washed with brine, dried (Na2SO4) and evaporated to give a solid (3.5 g). The solid was dissolved in 50% aqueous tert-butanol (60 mL) in a flask that was open to the air. Propiolamide (which may be prepared as described in Matsumoto, T. et al. US 7,851,473 Column 128; 0.7 mL, 6.85 mmol) was added, followed by 1 M sodium ascorbate (1.13 mL, 1.13 mmol) and 0.1 M copper(II) sulfate (5.65 mL, 0.565 mmol). KHCO3 (4.52 g, 45.1 mmol) was added in portions and the reaction mixture was stirred at room temperature for 2.5 h. H2O (100 mL) was added and a yellow solid was filtered off and dried under high vacuum overnight (3 g). This material was taken up in CH2Cl2/acetone and filtered. The filtrate was evaporated and the residue was purified by chromatography (9-20% acetone/CH2Cl2) to give 3-[4-(tert-butyl-dimethyl- silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (800 mg, 21%). Purification of mixed fractions by chromatography (50-60% EtO Ac/toluene) provided a further 450 mg (12%) of 3-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ERICKSON, Shawn, David; GILLESPIE, Paul; MERTZ, Eric; WO2014/86704; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 193751-54-1, name is tert-Butyl cyclopent-3-en-1-ylcarbamate, 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. Formula: C10H17NO2

Solid NAHCO3 (0.0167 mol) and M-CPBA (0. 0128 mol) were added in portions to a stirred solution of cyclopent-3-enyl-carbamic acid tert-butyl ester IV-1 (0.0093 mol) in CH2C12 (60 mL). The mixture was stirred at 0 C for the first 2 h of the reaction and then allowed to stir for about 48 h at room temperature. Aqueous 20% NA2S03 (30 mL) was added, and the two layers were separated. The aqueous layer was extracted with CH2C12 (20 mL X 3), and the combined organic layers were washed with 20% NA2SO3 (30 mL X 1), 5 % NAHCO3 (30 mL X 1), and water (30 mL X 1). The combined organic phase was concentrated in vacuo, and the residue was purified by column chromatography (silica gel, 100% dichloromethane) to give pure product as a colorless oil (64%).

The synthetic route of tert-Butyl cyclopent-3-en-1-ylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics