Amides-buliding-blocks

39549-79-6, name is 2-Amino-4-methylbenzamide, 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. Quality Control of 2-Amino-4-methylbenzamide

Step A:To a solution of 2-amino-4-methylbenzamide (3 g, 20.0 mmol) in THF (40 mL) was added 5-(4-fluorophenyl)-1,3-dioxolane-2,4-dione from Example 16 (4.7 g, 24 mmol) and the solution was stirred for 2 hrs at 50¡ã C. Sodium methoxide in MeOH (25percent, 5.2 mL, 24 mmol) was then added and the solution was stirred at 50¡ã C. overnight.The reaction mixture solution was concentrated, 2N HCl was added and the mixture was filtered.The collected solid was dried to give 2-((4-fluorophenyl)(hydroxy)methyl)-7-methylquinazolin-4-ol (5.14 g, 91percent) which was used without further purification. LC-MS (ESI) m/z 285 (M+H)+.

The synthetic route of 39549-79-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORP.; US2012/53176; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, 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. HPLC of Formula: C13H12N2O5S

To a solution of N-(benzyloxy)-2-nitrobenzenesulfonamide (212 g, 0.69 mol) in THF (1000 mL) was added (2S,5S)-1-tert-butyl 2-ethyl 5-hydroxypiperidine-1,2-dicarboxylate (171 g, 0.63 mol) and PPh3 (275 g, 1.05 mol), followed by dropwise addition of a solution of DEAD (195 g, 1.12 mol) in THF (500 mL). The mixture was then stirred at 20 C. overnight. The reaction mixture was then concentrated in vacuum and purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to afford (2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)piperidine-1,2-dicarboxylate (283.8 g, 80%) as a yellow oil

The synthetic route of 77925-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hwang, You Seok; Gu, Jian-Qiao; Jain, Akash; Garad, Sudhakar; Sizemore, Jacob P.; US2014/275001; (2014); 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. 5511-18-2, name is Adamantane-1-carboxamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

To a solution of admantane-1 -carboxamide (2 g, 11.17 mmol) in THF (50 mL) was added BH3. Me2S (10.2 M, 3.4 mL, 34.7 mmol) under nitrogen. The mixture was heated at reflux overnight. The solution was cooled to rt. Methanol (20 mL) was added to the solution. The mixture was concentrated under vacuum to give crude product, which was purified by chromatography on silica gel to afford (i-adamantyl)methylamine (1.09 g, 59 %). 1H NMR (CDCI3, 400 MHZ): delta=1.44-1.96 (m, 15H), 2.30 (s, 2H).

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; VITAE PHARMACEUTICALS, INC.; WO2008/106128; (2008); A2;,
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. 326-67-0, name is N-(2-Fluoro-4-methylphenyl)acetamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H10FNO

A solution of the acetamide from preparation 26 (1.0 g, 5.9 mmol) in nitric acid (70%, 10 ml) was cooled to 0 C. and treated with fuming nitric acid (90%, 10 ml) maintaining the reaction temperature <0 C. The reaction was left to stir for one hour at 0 C. and then poured onto ice and allowed to warm gradually to room temperature. The resulting precipitate was collected by filtration and dried in vacuo to give a colourless solid (1 g, mixture of isomers). The solid was dissolved in methanol (20 ml) and solid KOH added to adjust the pH to 10. The solution was left to stir at room temperature for 16 hours and then the solvent was removed in vacuo. Water (50 ml) and dichloromethane (50 ml) were added and the organic phase separated. The aqueous phase was extracted with further dichloromethane (50 ml) and the combined organics dried (sodium sulphate) and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with pentane:ethyl acetate (80:20 changing to 20:80, by volume) gave the title compound as a yellow solid (124 mg). 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; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 72505-21-6, A common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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 solution of intermediate 15 (530.3 g, 2.59 mol) in EtOH (2.6 l) was added 2- chloro-3-oxo-butyric acid ethyl ester (465 ml, 1.3 eq) and the mixture was stirred at rt for 7 hours and at 70C for 14 hours. After cooling at 0C the precipitate was filtered and washed with cold EtOH (500 ml) to give the title compound (573.0 g, 1.89 mol) as a beige powder in a 73% yield; 1H NMR (CDCI3, 300 MHz) delta 7.9 (d, 2H), 7.6 (d, 2H), 4.3 (q, 2H), 2.65 (s, 3H), 1.25 (t, 3H).

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; GLAXO GROUP LIMITED; WO2004/6924; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 389890-43-1,Some common heterocyclic compound, 389890-43-1, name is tert-Butyl (cis-3-hydroxycyclobutyl)carbamate, molecular formula is C9H17NO3, 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 solution of tert-butyl ((lS,3S)-3-((3-bromopyridin-2- yl)oxy)cyclobutyl)carbamate (see PREPARATION 4A; 1.08 g, 3.8 mmol) in DMF (20 mL) at RT was added sodium hydride (60% wt in mineral oil) (0.18 g, 7.6 mmol). The mixture was stirred at RT for 10 min and then 3-bromo-2-fluoro-pyridine (665 mg, 3.8 mmol) was added. The reaction mixture was stirred at RT for lh and then diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic phases were washed with water (10 mL) and brine (10 mL), dried over Na2S04, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash chromatography on silica gel (5% to 30% EtOAc in hexanes) to give tert-butyl ((l S,3S)-3-((3-bromopyridin-2-yl)oxy)cyclobutyl)carbamate (391 mg, 1.14 mmol, 30%) as white solid. ESI-MS (M+l): 343 calc. for Ci4Hi9BrN203 342.

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 (cis-3-hydroxycyclobutyl)carbamate, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 956434-30-3, These common heterocyclic compound, 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, 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.

(step 1) To a solution of (2S)-butan-2-ol (0.32 mL) in toluene (8 mL) was added sodium hydride (0.28 g), and the resulting mixture was stirred at 70C for 15 min under a nitrogen atmosphere. A mixture of tert-butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (1.0 g), BINAP (0.066 g), Pd2(dba)3 (0.048 g) and toluene (8 mL) was added, and the resulting mixture was stirred at 100C for 2 hr under an argon atmosphere. The reaction solution was poured into water, and the resulting product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0?40% ethyl acetate/hexane) to give tert-butyl 8-{[(1S)-1-methylpropyl]oxy}-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.73 g, 65%) as a white powder. 1H-NMR(CDCl3):delta0.94(3H,t,J=7.4Hz), 1.27(3H,d,J=6.3Hz), 1.42(9H,s), 1.63-1.75(2H,m), 3.76-3.86(2H,m), 4.21(2H,brs), 4.34-4.43(2H,m), 5.10(1H,brs), 6.39(1H,d,J=8.1Hz), 7.38-7.47(1H,m)

Statistics shows that tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate is playing an increasingly important role. we look forward to future research findings about 956434-30-3.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2213675; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 85006-25-3, 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. 85006-25-3 name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, 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 an ice cooled (0 C) solution of tert-butyl N-(tert-butoxycarbonyloxy)carbamate (4.90 g, 21.01 mmol) in anhydrous DMF (30 mL) under nitrogen was added portion-wise 60% sodium hydride in mineral oil (540 mg, 22.5 mmol) and stirred for 30 min. The reaction mixture was treated with dropwise addition of a solution of [N-3-(3-fluoro -4-morpholinylphenyl)-2-oxo-5-oxazolidinyl] methyl methane sulfonate (5.90 g, 15.8 mmol) in DMF (70 mL). The reaction mixture was stirred to room temperature for 64 h. The reaction mixture was diluted with water (210 mL) and extracted with ethyl acetate (3 * 100 mL) and the EtOAc extract was diluted with hexane (60 mL) and washed with water, brine, dried (Na2SO4), filtered and concentrated to give the crude as a brown oil. Silica gel column chromatography eluted with EtOAc-Hexane 2:1 gave the titled compound 24 [17] as a pale yellow viscous oil (6.27 g, yield, 77.8%). 1H-NMR (DMSO-d6, 600 MHZ): delta 7.51 (dd, 1H, J = 15.0 Hz, 2.5 Hz, phenyl H), 7.19 (dd, 1H, J = 8.8 Hz, 2.5 Hz, phenyl H), 7.09 (t, 1H J = 9.6 Hz, phenyl H), 4.87 (m, 1H, oxazolidinone H), 4.15 (t, 1H, J = 4.6 Hz, oxazolidinone H), 3.97 (m, 1H, oxazolidinone H), 3.82 (m, 1H, methylene H), 3.72-3.76 (br t, 5H, morpholine H and methylene H), 2.97 (br t, 4H, morpholine H), 1.41-1.48 (br, 18H). MS 511.2 (M+).

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

Reference:
Article; Phillips, Oludotun A.; D’Silva, Roselyn; Bahta, Teklu O.; Sharaf, Leyla H.; Udo, Edet E.; Benov, Ludmil; Eric Walters; European Journal of Medicinal Chemistry; vol. 106; (2015); p. 120 – 131;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1888-91-1,Some common heterocyclic compound, 1888-91-1, name is N-Acetylcaprolactam, molecular formula is C8H13NO2, 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.

The following five acetyl donating compounds were assessed at the outset: [0114] 1. N-acetoxysuccinimide [0115] 2. N-acetylsuccinimide [0116] 3. N-acetylcaprolactam [0117] 4. N,N,N,N-tetraacetylethyidiamine (TAED) [0118] 5. N,N,N-triacetylethylenediamine [0119] 6. Pentaacetylglucose [0120] Among these five compounds, only N-acetylcaprolactam is in the liquid state at ambient temperature. Some of the compounds are available on the market, although it was possible to carry out their synthesis by method available in the state of the art. [0121] From a preliminary assessment, it was observed that: [0122] Although poorly soluble in water, the first two compounds rapidly undergo perhydrolysis, once dispersed in a hydroalcoholic solution based on 3% w/w hydrogen peroxide; however, by being very reactive, they are highly sensitive to air moisture, so much so that their storage requires too severe conditions for use and above all for standard shipping. [0123] The third compound tends to separate at the bottom, once dispersed in a hydrophilic environment; however, it dissolves in the few moments after mixing owing to advancement of the perhydrolysis reaction and the solubilisation of the reaction by-products. This compound is also to be regarded as a medium fast rate N-acetylating agent and does not cause any particular problem, if suitably stored in tight-sealed vessels. [0124] The fourth compound is very well-known in the field of decontaminating, detergent and bleaching formulations and is a fast-rate acetylating agent even though it exhibits little solubility in water, particularly at ambient temperature and when the solution has a neutral-acidic pH. [0125] Finally, the fifth and the sixth compounds from a preliminary assessment were found to be weak acetylating agents and also poorly miscible with water.

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

Reference:
Patent; Preto, Andrea; Tabasso, Paolo; US2004/2616; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-64-6, These common heterocyclic compound, 98-64-6, name is 4-Chlorobenzenesulfonamide, 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.

General procedure: The prepared TfOH-SiO2 (60 mg, containing 0.05 mmol TfOH) was added to the toluene (2 mL) solution of alkene (2 mmol or 4 mmol) and sulfonamide (1 mmol) and the reaction mixture was stirred at 70 oC (or 85 oC). The course of the reaction was monitored by TLC. After the completion of the reaction, the mixture was cooled to room temperature and the reactor was centrifuged (2000 r/min) for 2 min and the solution was removed by syringe. The catalyst was then washed with toluene (1 mL) twice with the same procedure and a new reaction was carried out by adding the new batch of alkene (2 mmol), sulfonamide (1 mmol) and toluene (2 mL) to the recovered catalyst. The solution containing the product was purified through a silica gel flash column to afford the product.

The synthetic route of 98-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Pei Nian; Xia, Fei; Zhao, Zheng Le; Wang, Qing Wei; Ren, Yu Jie; Tetrahedron Letters; vol. 52; 46; (2011); p. 6113 – 6117;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics