Author: tianli

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. 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

(step 1) To a solution of 3,3-dimethylbutan-2-ol (0.18 mL) in toluene (4 mL) was added sodium hydride (0.14 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 (0.50 g), BINAP (0.033 g), Pd2(dba)3 (0.024 g) and toluene (4 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-(1,2,2-trimethylpropoxy)-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.38 g, 62%) as a white powder. 1H-NMR(CDCl3):delta0.95(9H,s), 1.20(3H,d,J=6.4Hz), 1.43(9H,s), 3.80-3.83(2H,m), 4.22(2H,brs), 4.34-4.50(2H,m), 4.91(1H,brs), 6.39(1H,d,J=8.1Hz), 7.30-7.55(1H,m)

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

Reference of 614-76-6, These common heterocyclic compound, 614-76-6, name is 2-BroMoacetanilide, 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 aa (2.0 g, 9.34 mmol), tributylvinyl stannane (3.55 mL, 12.15 mmol) and Pd(PPh3)2Cl2 (1.64 g, 2.335 mmol) in toluene was heated at 95 C. under nitrogen after degassing. After 1 hour, the reaction mixture was concentrated and purified by flash chromatography (SiO2, 100% CH2Cl2 to 50% EtOAc/CH2CL2) followed by recrystalization from EtOH/H2O to give bb (732 mg, 49%). HPLC Rt=1.45 min.

Statistics shows that 2-BroMoacetanilide is playing an increasingly important role. we look forward to future research findings about 614-76-6.

Reference:
Patent; Gavai, Ashvinikumar V.; Norris, Derek J.; Han, Wen-Ching; Vite, Gregory D.; Fink, Brian E.; Tokarski, John S.; US2005/192310; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 144-80-9, These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)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.

General procedure: A solution of NaNO2 (0.4 g, 5.8 mole in 5 mL H2O) was added drop wise to a well cooled stirred solution of 4-aminobenzenesulfonic acid 2 (0.87 g, 0.005 mol), p-aminobenzenesulphonamide 3 (0.86 g, 0.00 5 mol), N-(4-aminophenylsulfonyl) acetamide 4 (1.07 g, 0.005 mol), 1-(4-aminophenylsulfonyl) guanidine 5 (1.07 g,0 .005 mol) and 4-amino-N-(4,6-dimethylpyrimidin-2-yl) benzenesulfonamide 6 (1.4 g, 0.005 mol) in a mixture of concentrated HCl (3 mL) and H2O (3 mL ). The above cooled diazonium solution was added slowly to a well stirred solution of curcumin 1 (1.84 g,0.005 mol) in pyridine (25 mL). The reaction was stirred for 2 h. The formed precipitate was filtered off, dried and crystallized from EtOH/benzene to give the sulpha derivatives 12, 13, 14, 15 and 16, respectively.

Statistics shows that N-((4-Aminophenyl)sulfonyl)acetamide is playing an increasingly important role. we look forward to future research findings about 144-80-9.

Reference:
Article; Gouda, Moustafa A.; Hussein, Belal H.M.; Letters in drug design and discovery; vol. 14; 12; (2017); p. 1425 – 1432;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, 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. Recommanded Product: tert-Butyl (trans-4-hydroxycyclohexyl)carbamate

ferf-Butyl (frans-4-methoxycyclohexyl)carbamate: In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of ferf-butyl (frans-4-hydroxycyclohexyl)carbamate (200 mg, 0.93 mmol) in CH2CI2 (4.5 mL) at rt was treated with powdered molecular sieves 3A, 1 ,8- bis(dimethylamino)naphthalin (498 mg, 2.32 mmol) and trimethyloxomium tetrafluoroborate (289 mg, 1.86 mmol). The reaction mixture was stirred at rt for 2 days. The reaction mixture was filtered, the org. phase was washed with 1 N aq. HCI, brine, dried over MgS04, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (7:3 hept-EA) gave the title compound as off-white solid: TLC: rf (7:3 hept-EA) = 0.22

The synthetic route of 111300-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CORMINBOEUF, Olivier; CREN, Sylvaine; LEROY, Xavier; POZZI, Davide; WO2015/19325; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 5317-89-5, 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. 5317-89-5 name is N-(4-Acetylphenyl)methanesulfonamide, 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.

A mixture of 4′- (Methylsulfonylamino) acetophenone (13-5,5 mmol) and hydroxylamine hydrochloride (0.695 g, 10 mmol) in pyridine (5 mL) was heated at 70 C for 3 h. The reaction mixture was cooled to room temperature, diluted with H20, and extracted with EtOAc several times. The combined organic layers were washed with H20 and brine, dried over MGS04, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc: hexanes (1: 1) as eluant to 4′- (Methylsulfonylamino) acetophenone oxime (13-8, LJO-299). 91% yield, white solid, mp = 180 C ‘H NMR (CDC13) 6 7.65 (dd, 2 H, J= 2,6. 6 Hz, ), 7.29 (s, 1 H), 7.20 (dd, 2 H, J= 2, 6. 8 Hz), 6.43 (bs, 1 H), 3.03 (s, 3 H), 2.26 (s, 3 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-(4-Acetylphenyl)methanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; DIGITALBIOTECH CO., LTD.; WO2005/3084; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 299430-87-8,Some common heterocyclic compound, 299430-87-8, name is (9H-Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate, molecular formula is C19H21NO4, 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.

[000976] To Example 2.62.3 (5.03 g) and triphenylphosphine (4.62 g) in toluene (88 mL) was added di-fert-butyl-azodicarboxylate (4.06 g) and the reaction was stirred for 30 minutes. (9H- Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate was added and the reaction was stirred for an addition 1.5 hours. The reaction was loaded directly onto silica gel and was eluted with 1-50% ethyl acetate/heptanes to provide the title compound

The synthetic route of 299430-87-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 89226-13-1, 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. 89226-13-1, name is tert-Butyl (2-amino-2-thioxoethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a 2-(N-t-butoxycarbonylamino)methyl-5-formylthiazole To 33 ml of a DMF solution containing 5.5 g (purity 65%) of chloromalondialdehyde, 4.7 g of calcium carbonate, 4.8 g of sodium bromide and 5.8 g of (N-t-butoxycarbonyl)aminoacetothioamide were added, and the mixture was then stirred at 60 C. for 11 hours. Then, the solvent was evaporated under reduced pressure, and the resulting residue was dissolved in 300 ml of ethyl acetate. The solution was washed twice with an aqueous saturated sodium bicarbonate solution and once with a 10% saline solution, dried over anhydrous sodium sulfate and then filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by a silica gel column chromatograph to obtain 4.57 mg of 2-(N-t-butoxycarbonylamino)methyl-5-formylthiazole. NMR (CDCl3) delta: 1.48 (9H, s), 4.66 (2H, d, J=6.2 Hz), 5.33 (1H, br.s), 8.32 (1H, s), 10.00 (1H, s)

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 (2-amino-2-thioxoethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Meiji Seika Kabushiki Kaisha; US5990101; (1999); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1132940-86-3, These common heterocyclic compound, 1132940-86-3, name is N-(6-Bromonaphthalen-2-yl)methanesulfonamide, 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.

[00513] Part B. Preparation of N-(6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)naphthalen-2-yl) methanesulfonamide .; [00514] A mixture of the product from Part A (1.0Og, 3.33mmol), bis(pincolato)diboron (1.27g,5.00mmol), potassium acetate (0.98 g, 9.99mmol) and Combiphos Pd6 (84mg, 0.17mmol) in toluene(22mL) was heated at reflux for 3h. Cooled and diluted with ethyl acetate and water. The mixture was treated with Darco G-60 and filtered through celite. The filtrate was washed with water and brine. Dried over Na2SO4, filtered and concentrated under vacuum. Oil was dissolved in ether and precipitated by addition of hexanes. The product was collected by filtration and washed with hexanes. Evaporation of the filtrate and purification by silica gel column chromatography eluting with EtOAc/hexanes. The title compound from crystallization and chromatography was obtained as a white solid (927mg, 80%).

Statistics shows that N-(6-Bromonaphthalen-2-yl)methanesulfonamide is playing an increasingly important role. we look forward to future research findings about 1132940-86-3.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 40724-47-8, 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. 40724-47-8 name is 4-Bromomethylbenzenesulfonamide, 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.

Intermediate 9a (0.2 g, 0.51 mmol) was dissolvedN, N-dimethylformamide (10 mL)P-Bromomethylbenzenesulfonamide was added(0.19 g, 0.76 mmol)And potassium carbonate(0.11 g, 0.76 mmol)After stirring overnight at room temperature, the reaction solution was filtered,Vacuum concentration under the pump,The ethyl acetate was dissolved (50 mL) and washed with water (20 mL x 3)Saturated salt washing, anhydrous sodium sulfate drying,After filtration and concentration,Silica gel column chromatography,The product was washed with methanol to give the product (0.24 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromomethylbenzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Shandong University; Liu, Xinyong; Zhang, Heng; Zhan, Peng; Zhou, Zhongxia; Kang, Dongwei; (26 pag.)CN106117242; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 63920-73-0, A common heterocyclic compound, 63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, molecular formula is C9H12N2O3, 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.

2-Amino-4,6-dimethoxy-benzamide (1.06 g, 5.4 mmol), 3,5-dimethyl-4-hydroxybenzaldehyde (0.810 g, 5.4 mmol), K2CO3 (0.747 g, 5.4 mmol) and I2 (1.645 g, 6.5 mmol) were mixed in DMF (20 mL) and the reaction mixture was heated at 80 C. for 12 h. It was cooled to room temperature and poured into crushed ice. The solid was collected and purified by column chromatography to give 2-(4-hydroxy-3,5-dimethylphenyl)-5,7-dimethoxyquinazolin-4(3H)-one (0.9 g, 51%) as a white solid. Selected data: MP 291-293 C

The synthetic route of 63920-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics