Category: amides-buliding-blocks

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

Application of 67442-07-3, A common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, molecular formula is C4H8ClNO2, 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.

Under nitrogen protection, 1340.5g of intermediate was taken, dissolved in 200mL anhydrous THF, the reaction system was cooled to -15¡ã, and 13g of THF solution of 13g isopropylmagnesium chloride was added dropwise. During the dropwise addition, the reaction temperature was controlled at -5¡ã. After the completion of the dropwise addition, the reaction was continued for 1 h, and then 60 g of a solution of 15 g of 2-chloro-N-methoxy-N-methylacetamide in THF was added dropwise thereto, and the reaction temperature was controlled not to exceed -5¡ã during the dropwise addition. After the end of the addition, the temperature of the system was raised to -5-0 ¡ã, and after the reaction was completed, the reaction was quenched by the addition of 2N hydrochloric acid at 0 ¡ã, and ethyl acetate (200 mL) was added, and the mixture was separated. , filtration, solvent recovery under reduced pressure, residue,With methanol:Water = 10:1 recrystallized to give a white solid, 27 g, yield 76percent.

The synthetic route of 67442-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yao Wenjin; Yan Bin; (12 pag.)CN109678686; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, molecular formula is C11H20N2O2, 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: C11H20N2O2

The product from Step 2 (150mg, 0.5mmol), tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1-carboxylate (100mg, 0.5mmol), and anhydrous potassium carbonate (128mg, 0.9mmol) were suspended in N,N-dimethylformamide (3.0mL). The mixture was reacted at 80C for 1h. The reaction mixture was poured into 20ml ice water, and extracted with ethyl acetate. The organic phases were combined, washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated under reduced pressure to remove the solvent to produce a crude product. The crude product was purified with a silica gel column chromatography to produce the title compound (110mg). ESI-MS (m/z): 455.2 [M + H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185693-02-1, its application will become more common.

Reference:
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; CAI, Jiaqiang; YU, Nan; ZENG, Hong; SONG, Hongmei; QING, Yan; SONG, Shuai; DENG, Hanwen; TANG, Zujian; DUAN, Xiaofan; HUANG, Haitao; YE, Hong; LIU, Gang; WANG, Lichun; WANG, Jingyi; (81 pag.)EP3511332; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 41921-63-5,Some common heterocyclic compound, 41921-63-5, name is 4,5-Dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one, molecular formula is C9H10N2O, 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.

d) 7-Bromo-1 ,3,4,5-tetrahydro-2H-1 ,3-benzodiazepin-2-one.To a solution of 1 ,3,4,5-tetrahydro-2H-1 ,3-benzodiazepin-2-one (55 mg, 0.340 mmol) in dry dimethylformamide (3 mL) was added N-bromosuccinimide (67 mg, 0.374 mmol) in one portion. After 30 min, the reaction mixture was quenched with water (5 mL) and extracted with three 10 mL portions of ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (7% methanol in dichloromethane) to give 55 mg (67%,) of 7-bromo-1 ,3,4,5-tetrahydro-2H-1 ,3- EPO benzodiazepin-2-one as a white solid. ESMS [M+H]+: 241.0.

The synthetic route of 41921-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113432; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics