Category: amides-buliding-blocks

Application of 1268810-09-8, 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. 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

tert-Butyl (1-ethynylcyclopropyl )carbamate (200.0 mg, 1.104 mmol) was treated with azidotrimethyl silane (508.6 mg, 4.414 mmol, 4 equiv.) in the presence of copper iodide (21.0 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) and methanol (1 mL) and stirred at 110 C for 2 h. After cooling, purification by prep HPLC gave fert-butyl (1-(1H-1,2,3- triazol-4-yl)cyclopropyl)carbamate. LCMS-ESI+ (m/z): [M+H] + calculated for C10H17N4O2: 225.1 ; found: 225.1 .

The synthetic route of tert-Butyl (1-ethynylcyclopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; GUTIERREZ, David A.; KOBAYASHI, Tetsuya; LAZERWITH, Scott E.; LEE, Rick A.; MORGANELLI, Philip A.; PYUN, Hyung-Jung; (0 pag.)WO2019/165374; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 14062-80-7, 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. 14062-80-7, name is 4-Chloro-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE I 2-p-Chlorobenzoylpyrrole A mixture of 183 g (1 mole) of p-chloro-N,N-dimethylbenzamide and 153g (1 mole) of phophorous oxychloride in 300 ml of 1,2-dichloroethane is heated under reflux for 30 minutes, after which a solution of 67g (1 mole) of pyrrole in 300 ml of dichloroethane is added drop-wise. It is cooled and a solution of 408g (3 moles) of sodium acetate trihydrate in 1600 ml of water is added dropwise for 45 minutes, after which the mixture is again heated under reflux for 30 minutes. The resulting mixture is poured onto ice, the organic layer is separated, and the aqueous layer is washed with chloroform. The combined organic solutions are washed with sodium bicarbonate and brine and dried over magnesium sulfate. Evaporation of the solvent in vacuo gives a dark oil, which is distilled in vacuo through a heated Vigreaux column to give a white solid; mp 106-9 C. It is recrystallized from cyclohexane to give 2-p-chlorobenzoylpyrrole as white needles; m.p. 110-113 C.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-N,N-dimethylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; McNeil Laboratories, Inc.; US4002643; (1977); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 683-57-8, name is 2-Bromoacetamide, molecular formula is C2H4BrNO, 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. category: amides-buliding-blocks

In a 100 mL round bottom flask was added 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol), potassium carbonate (5.53 g, 40.0 mmol) and acetone (40 mL),The reaction system was heated to 70C and reacted overnight.After the reaction is completed, the mixture is cooled to room temperature, filtered, and the solvent is evaporated to dryness under reduced pressure. The crude product is purified by column chromatography (petroleum ether/ethyl acetate (V/V) = 1/1) to give a white solid (3.22 g, 87).%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 683-57-8, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, YINGJUN; ZHANG, JIANCUN; WANG, XIAOJUN; LIN, RUNFENG; CAO, SHENGTIAN; WANG, ZHAOHE; LI, JING; (226 pag.)TWI607995; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1118-69-0, name is N-Isopropylacetamide, 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. 1118-69-0

The compound of formula XIV-1 (31.05 g, 0.15 mol), the compound of formula XIII-1 (30.3 g, 0.30 mmol)Phosphorus oxychloride(20.9 mL, 0.225 mol) were added sequentially to anhydrous toluene. Triethylamine (31.3 mL, 0.225 mol) was added in an ice bathConstant pressure funnel slowly added dropwise to the reaction flask,Maintain the internal temperature is less than 60 .The reaction flask was transferred to an oil bath and heated to reflux.After 2 hours, the reaction flask was cooled to room temperature, slowly poured into 300 g of ice water mixture, 300 ml of ethyl acetate was added, sufficientAfter the mixture was separated, the aqueous layer was extracted with 200 ml of ethyl acetate again. The combined organic layers were washed with saturated brine and dried over anhydrous sulfuric acidSodium dried, concentrated under reduced pressure to give a pale yellow solid, beaten with 100 ml of petroleum ether for 10 minutes, filtered under reduced pressure to give a compound of formulaCompound XV-1 (28.0 g) as an off white solid (yield 92.3%)

Statistics shows that 1118-69-0 is playing an increasingly important role. we look forward to future research findings about N-Isopropylacetamide.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Zhang Yinsheng; Liu Yingshuai; Qin Hui; Li Yuan; Zhao Kaidi; Miao Lei; Hu Jie; Liu Haiyan; Wang Xiaojin; (33 pag.)CN107266421; (2017); A;,
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. 5763-44-0, name is Tetrahydrocyclopenta[c]pyrrole-1,3(2H,3aH)-dione, A new synthetic method of this compound is introduced below., Product Details of 5763-44-0

tert-Butyl 4-(4-chloro-2-(2-((1,3-dioxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)methyl)thieno[3,2-b]pyridin-7-yl)-6-methylphenoxy)piperidine-1-carboxylate. To diisopropyl azodicarboxylate (99 mg, 0.49 mmol) and tert-butyl 4-[4-chloro-2-[2-(hydroxymethyl)thieno[3,2-b]pyridin-7-yl]-6-methyl-phenoxy]piperidine-1-carboxylate (30 mg, 0.06 mmol) in THF (5 mL) was added triphenylphosphine polymer bound (0.55 mmol) and 4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione (61 mg, 0.44 mmol). Stirred at 60 C. for 2 h. The mixture was filtered and the filtrate washed twice with EtOAc. Combined all organic phases and washed with water and brine. Concentrated under vacuo and purified by column chromatography with hexanes:EtOAc (70% to 100%) to give 26 mg (69%) of the title compound as a light yellow oil. [M+H] 610.0

The synthetic route of 5763-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FLX Bio, Inc.; Biannic, Berenger; Han, Xinping; Hu, Dennis X.; Ketcham, John Michael; Leger, Paul Robert; Maung, Jack; Okano, Akinori; Schwarz, Jacob Bradley; Shibuya, Grant; Wustrow, David Juergen; Young, Kyle; US2019/142834; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 121-30-2, These common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, 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 aminoacetaldehyde dimethylacetal (2.18 mL, 2.13 g, 20.2 mmol) in EtOAc (25 mL) at 0 C. was added dropwise a solution of HCl in ether (13 mL, 2N solution in ether). The mixture was stirred at 0 C. for 5 minutes. To this solution, 4-chloro-6-aminobenzene-1,3-disulfonamide (Aldrich, 5.8 g, 20.3 mmol) in diethylene glycol dimethylether (30 mL) was added. The reaction mixture was then heated at 60-90 C. for 1 hour. The solvent was decanted and the solid was dissolved in water. An aqueous solution of Na2CO3 (10%) was added to adjust the pH 7-8, extracted with EtOAc, dried over Na2SO4, filtered and the solvent was evaporated. The crude material was chromatographed on silica gel eluting with CH2Cl2:EtOAc:MeOH (1:1:0.2 to 1:1:1) to give the title compound (3 g, 53% yield) as a white solid: mp 157-160 C. 1H NMR (400 MHz, d6-DMSO) delta 7.97 (s, 1H), 7.05 (s, 1H), 5.65-4.70 (m, 1H), 2.88-2.96 (m, 1H), 2.77-2.84 (m, 1H); 13C NMR (100 MHz, d6-DMSO) delta 147.1, 134.8, 128.4, 125.9, 118.7, 117.6, 68.1, 44.9. Mass spectrum (API-TIS) m/z 325 (M-H), 327 (MH+); Anal. calcd for C8H11ClN4O4S20: C, 30.06; H, 3.54; N, 16.70. Found: C, 30.26; H, 3.40; N, 16.38.

Statistics shows that 4-Amino-6-chlorobenzene-1,3-disulfonamide is playing an increasingly important role. we look forward to future research findings about 121-30-2.

Reference:
Patent; NitroMed, Inc.; US2006/189603; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 63920-73-0

This product was used in next step without further purification. To a solution of 2-dimethylaminomethyl-1H-indole-5-carbaldehyde (0.88 g crude, 4.35 mmol) and 2-amino-4,6-dimethoxy-benzamide (0.85 g, 4.35 mmol) in N,N-dimethylacetamide (15 mL) were added sodium hydrogen sulfite (58.5 wt %, 0.95 g, 5.22 mmol) and p-toluenesulfonic acid (0.99 g, 5.22 mmol). The reaction mixture was stirred at 120 C. for 5 hours under nitrogen, then cooled to room temperature, and concentrated under reduced pressure. 30% aqueous sodium carbonate (50 mL) was then added. The separated solid was filtered, washed with water (50 mL), and dried under vacuum. Crude compound was purified by the Simpliflash system (0-5% methanol in CH2Cl2 and 7 N ammonia in methanol 5% in CH2Cl2 as eluent) to give the title compound as an off-white solid. Yield: 0.83 g (50%). MP 187-188 C. 1H NMR (400 MHz, DMSO-d6): delta 11.82 (s, 1H), 11.34 (s, 1H), 8.38 (s, 1H), 7.93 (d, J=8.59 Hz, 1H), 7.40 (d, J=8.59 Hz, 1H), 6.73 (s, 1H), 6.49 (s, 1H), 6.40 (s, 1H), 3.90 (s, 3H), 3.85 (s, 3H), 3.57 (s, 2H), 2.21 (s, 6H)

According to the analysis of related databases, 63920-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281399; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 22117-85-7, name is 2-Methoxy-5-sulfamoylbenzoic acid, I believe this compound will play a more active role in future production and life. 22117-85-7

example 35 by following general method D using 0.84 g. of 6-methoxy-3-sulfamoylbenzoic acid and 0.6 g. of N-benzyl-N-methylethylenediamine, 1.2 g. of N-[2-(N’-benzyl-N’-methylamino)ethyl]-6-methoxy-3-sulfamoylbenzamide was obtained. Melting point: 202-203 C. (recrystallized from a mixture of methanol and isopropanol). Elemental analysis for C18 H23 N3 O4 S:

The chemical industry reduces the impact on the environment during synthesis 22117-85-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4097487; (1978); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, molecular formula is C15H32N2O5, 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. Product Details of 194920-62-2

To a 25 mL round bottomed flask equipped with a magnetic stir bar, rubber septum, and argon inlet containing tert-butyl 3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propylcarbamate (amine, 160 mg, 0.5 mmol), 2-azidoacetic acid (56 mg, 0.55 mmol, in 50% DCM solution), NaHCO3 (168 mg, 2 mmol), and 1 mL DMF was added EDC (115 mg, 0.6 mmol). The mixture was stirred at rt for 3 h and concentrated in vacuo. The crude product was purified by silica chromatography (gradient 5% to 90% EtOAc in hexane) to afford compound 141 as a clear oil (130 mg, 65%). MS(ESI) m/z 426 (M+Na+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 194920-62-2, its application will become more common.

Reference:
Patent; SIEMENS MEDICAL SOLUTIONS USA, INC.; WO2008/124703; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics