Tag: M.W=200-300

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. 185619-66-3, name is tert-Butyl (3-ethynylphenyl)carbamate, A new synthetic method of this compound is introduced below., Formula: C13H15NO2

Step b) [3-(4-Difluoromethoxy-phenylethynyl)-phenyl]-carbamic acid tert-butyl ester A mixture of (3-ethynyl-phenyl)-carbamic acid tert-butyl ester (14.7 g, 67.7 mmol), 1-difluoromethoxy-4-iodo-benzene (18.2 g, 67.7 mmol), NEt3 (47 mL, 338 mmol), acetonitrile (225 mL), CuI (1.29 g, 6.77 mmol), and Pd(PPh3)2Cl2 (2.85 g, 4.05 mmol) was heated to 60 C. for 1 h. The reaction was diluted with EtOAc/Hex (1:10) and then passed through a pad of silica gel and concentrated and purified with chromatography using hexanes/ethyl acetate (10:1) as the eluding solvents gave the title compound (24.3 g, 100%), characterized by NMR and mass spectral analyses.

The synthetic route of 185619-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 67341-01-9, name is tert-Butyl (2-hydroxy-1-phenylethyl)carbamate, 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 67341-01-9, Recommanded Product: 67341-01-9

Synthesis of S3, a compound of formula I: Weigh 1.0 g, 1.0 equiv. of the compound of formula X in the reactor, based on the compound of formula X,1.2equiv. of the compound of formula IV is added to the reactor, 1.5 equiv. of triphenylphosphine, at room temperature, and the DIAD of 2.5equiv. is added to the reactor. After stirring the reaction for 5.0 h at room temperature, the reaction solution was concentrated to dryness. Concentrated residue in ethyl acetate and distribute in 1.0N aqueous hydrochloric acid, separate the organic phase, after washing the organic phase with a saturated aqueous solution of sodium hydrogencarbonate and brine, the organic phase was dried over sodium sulfate and concentrated. The concentrate is separated by column chromatography to give a compound of formula I in a yield of 80%.

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-hydroxy-1-phenylethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Huasheng Pharmaceutical Technology Co., Ltd.; Hu Zhigang; Xu Liangzhi; He Darong; Du Xiaopeng; Qian Zhujin; He Yong; Chen Yuelei; (14 pag.)CN109761913; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 185693-02-1, 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. 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 13: Synthesis of 7-(furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane; The following procedures are exemplary of those used to produce various 7- (heteroarylcarbonyl)-2,7-diazabicyclo[3.3.0]octanes. To a solution of furan-3-carboxylic acid (0.084 g, 0.75 mmol) in anhydrous THF (5 ml.) was added HBTU (0.28 g, 0.75 mmol), followed by triethylamine (0.2 g, 2 mmol). After stirring at ambient temperature for 10 min, the mixture was treated with a solution of tert- butyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate (commercially available) (0.106 g, 0.500 mmol) in THF (2 ml_). The reaction mixture was stirred for 16 h at ambient temperature. The solvent was removed by rotary evaporation, and the residue was partitioned between ethyl acetate (5 ml.) and saturated sodium bicarbonate (2 ml_). The organic layer was concentrated, and the residue was purified by reverse phase HPLC to give tert-butyl 7- (furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane-2-carboxylate. This was dissolved in 1 :1 mixture of trifluoroacetic acid and dichloromethane (1 mL) and the mixture was shaken at ambient temperature for 1 h. The volatiles were removed under reduced pressure, and the residue was dried overnight at high vacuum, to give 0.050 g of 7-(furan-3-ylcarbonyl)-2,7- diazabicyclo[3.3.0]octane as a syrup (0.050 g, 32% yield).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGACEPT, INC.; WO2008/112734; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 27466-83-7, name is 4-Bromo-N-methylbenzamide, molecular formula is C8H8BrNO, 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 C8H8BrNO

General procedure: N-Propylbenzamide (A1) (40.8 mg, 0.25 mmol, 1.0 equiv), Oxone(307.8 mg, 0.50 mmol, 2.0 equiv), KBr (8.9 mg, 0.075 mmol, 0.3equiv), H2O (198.2 mg, 44 equiv, 0.2 mL) and CH2Cl2 (1.5 mL) wereadded to a 15 mL sealed tube containing a magnetic stir bar. The reaction mixture was stirred at room temperature for 7 hours under irradiation with an 8 W white LED. After completion of the reaction, saturated Na2SO3 (5.0 mL) was added and the mixture was extracted with CH2Cl2 (3 ¡Á 10 mL). The combined organics were washed with brine(10 mL), dried over Mg2SO4, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/PE,1:6) to afford N-propionylbenzamide (B1). 3b White solid; yield: 37.7 mg (85%); mp 93-94 C (Lit. 3b 93-94 C).1 H NMR (400 MHz, CDCl 3 ): delta = 8.54 (br s, 1 H), 7.84 (d, J = 7.2 Hz, 2 H),7.61 (t, J = 7.6 Hz, 1 H), 7.51 (t, J = 8.0 Hz, 2 H), 3.04 (q, J = 7.2 Hz, 2 H),1.23 (t, J = 7.6 Hz, 3 H).13 C NMR (100 MHz, CDCl 3 ): delta = 177.8, 166.0, 133.3, 133.0, 129.1,128.0, 31.5, 8.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27466-83-7, its application will become more common.

Reference:
Article; Mei, Chong; Hu, Yixin; Lu, Wenjun; Synthesis; vol. 50; 15; (2018); p. 2999 – 3005;,
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. 337463-88-4, name is 6-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Safety of 6-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

f) 6-Bromo-7-chloro-4H-pyrido[3,2-b][1,4]oxazin-3-one; 6-Bromo-4H-pyrido[3,2-b][1,4]oxazin-3-one (20 g, 87.7 mmole) was dissolved in DMF (175 mL) and cooled in an ice bath. Chlorine gas was then slowly bubbled in for 45 minutes, and then the saturated solution was stirred in the ice bath for 2 hours. The mixture was purged with nitrogen and slowly added with stirring to 1 L of ice water which contained 100 g of Na2SO3, making sure to keep the temperature <15 C. After stirring 30 minutes the product was filtered, washed thoroughly with water and dried to afford (22.5 g, 98%) of a white solid.1H NMR (400 MHz, DMSO-d6): 4.76 (2H, s,), 7.78 (1H, s),11.71 (1H, s). 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; US2008/194547; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 108468-00-4, 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. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A. {(S)-l-[4-(tert-Butoxycarbonylamino-methyl)-benzylcarbamoyl]-2-phenyl-ethyl}- carbamic acid benzyl ester (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 2,5-dioxo-pyrrolidin-l-yl ester (4.25g, 10.72mmol) was dissolved in CH2CI2 (100 mL). This solution was cooled to 0C. l-(N-Boc- Aminomethyl)-4-(aminomethyl)benzene (2.79g, 11.79mmol) was added followed by triethylamine (3.25g, 32.16mmol). After 18 hrs at 0C to room temperature reaction mixture was diluted with chloroform (100 mL) and washed with NaHC03 (1×30 mL), water (1×30 mL), brine (1×30 mL), dried (Na2S04) evaporated in vacuo giving a yellow oil. The residue was triturated with Pet. Ether (60-80C) and EtOAc to give a white solid identified as {(S)-l-[4-(tert- butoxycarbonylamino-methyl)-benzylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester (3.88g, 7.49mmol, 70%). [M+H]+ = 518.28, 540.32 (M+Na).

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, 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KALVISTA PHARMACEUTICALS LIMITED; EVANS, David Michael; DAVIE, Rebecca Louise; EDWARDS, Hannah Joy; ROOKER, David Philip; WO2013/5045; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 22726-00-7, name is 3-Bromobenzamide, molecular formula is C7H6BrNO, 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. HPLC of Formula: C7H6BrNO

A mixture of 3-bromobenzamide (3 g, 15.1 mmol), [3-(hydroxymethyl)- phenyl]boronic acid (3 g, 19.6 mmol), PdCl2(PPh3)2 (0.46 g, 0.66 mmol), and potassium carbonate (3.6 g, 26.2 mmol) in Toluene/MeOH (10:1, 40 mL) was stirred at 80 C for 18 h. The resulting black mixture was cooled to room temperature, filtered through celite, and poured into a EtO Ac/brine mixture. The two layers were separated and the aqueous was extracted with EtOAc (3x). The organics were combined, dried over sodium sulfate, filtered, and evaporated to dryness. The residue was purified by flash chromatography on silica gel eluting with a mixture of EtOAc/Hexane to give 3′-(hydroxymethyl)biphenyl-3-carboxamide as a solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22726-00-7, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2006/14918; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 40724-47-8, 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. 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

[0330] Isopropyl 2-(4-bromo-3 -(3 -isopropoxyphenyl)- 1H-pyrazol- 1 -yl)thiazole-4- carboxylate (520 mg, 1.15 mmol) was dissolved in anhydrous THF ( 5 mL) and potassium acetate (340 mg, 3.46 mmol), PdC12(dppf) (0.9 mg, 0.0011 mmol) and bis(pinacolato)diborane (408 mg, 1.61 mmol) were added. The vial was purged with argon for 5 mm. The reaction was heated at 100 ¡ãC for 2h. The reaction mixture was diluted with ethyl acetate and filtered through a plug of celite. The solvent was removed by rotary evaporator and purified by flash chromatography (Combi-flash Rf, hexane/ethyl acetate, 0- 40percent gradient) to give a mixture of isopropyl 2-(3-(3-isopropoxyphenyl)-4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-pyrazol- 1 -yl)thiazole-4-carboxylate and isopropyl 2-(3 -(3 -isopropoxyphenyl)- 1 H-pyrazol- 1 -yl)thiazole-4-carboxylate.

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

Reference:
Patent; THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; VANDERBILT UNIVERSITY; MALONEY, David J.; JADHAV, Ajit; BANTUKALLU, Ganesha Rai; BRIMACOMBE, Kyle Ryan; MOTT, Bryan T.; YANG, Shyh Ming; URBAN, Daniel Jason; HU, Xin; SIMEONOV, Anton; KOUZNETSOVA, Jennifer L.; WATERSON, Alex Gregory; SULIKOWSKI, Gary Allen; KIM, Kwangho; CHRISTOV, Plamen; JANA, Somnath; (387 pag.)WO2016/109559; (2016); A2;,
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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H19ClN2O2

Reference Example 1 Synthesis of benzyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)(methyl)amino)piperidine-1-carboxylate (0330) (0331) tert-Butyl (2-(methylamino)ethyl)carbamate hydrochloride (0.564 g, 2.68 mmol) and sodium triacetoxyborohydride (0.681 g, 3.22 mmol) were added to a solution of benzyl 4-oxopiperidine-1-carboxylate (0.500 g, 2.14 mmol) in dichloromethane (3.0 mL) at 0 C., and the resulting mixture was stirred at room temperature for 16 hours. The reaction liquid was cooled to 0 C. A saturated aqueous solution of sodium hydrogencarbonate was added to the reaction liquid, and the resulting mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, hexane/ethyl acetate) to obtain benzyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)(methyl)amino)piperidine-1-carboxylate (0.590 g, 1.51 mmol, 70%) as a white solid. (0332) 1H-NMR (400 MHz, CDCl3) delta: 1.38-1.46 (11H, m), 1.67-1.76 (2H, m), 2.22 (3H, s), 2.47-2.55 (3H, m), 2.64-2.82 (2H, m), 3.12-3.21 (2H, m), 4.16-4.32 (2H, m), 4.90-5.00 (1H, m), 5.12 (2H, s), 7.30-7.37 (5H, m). (0333) ESI-MS: m/z=392 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 202207-79-2.

Reference:
Patent; Toray Industries, Inc.; MORITA, Yasuhiro; IZUMIMOTO, Naoki; ISEKI, Katsuhiko; IWANO, Shunsuke; UDAGAWA, Shuji; MIYOSHI, Tomoya; OSADA, Yuji; KOREEDA, Tetsuro; MURAKAMI, Masanori; SHIRAKI, Motohiro; TAKAHASHI, Kei; OSHIDA, Keiyu; (91 pag.)US2016/194302; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 180079-94-1,Some common heterocyclic compound, 180079-94-1, name is tert-Butyl 3-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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.

Synthesis of TU71 N-Boc 3-(2′-amino)ethyl aniline (200 mg, 0.8 mmol), DCM (3 mL) and triethyl amine (0.15 mL) in a round bottom flask that had been flame dried in the presence of molecular sieves and cooled under vacuum was stirred at 4 C. After 10 min di 2-pyridyl thionocarbonate (200 mg, 0.8 mmol) was added. The reaction was stirred overnight at 4 C after which time the DCM layer was washed twice with water and once with brine. Chromatography on silica gel yielded the titled compound (0.1 g, 59 %) as a white solid. deltaEta (400 mHz, CDC13) 1.405 (9H, s), 2.753 (2H, t, J=6.8 Hz), 3.327 (2H, q, J=6.8 Hz), 4.611 (1H, br s), 7.036- 7.089 (3H, m), 7.228-7.266 (2H, m). 5C (100 mHz, CDC13) 28.65, 35.228, 41.301, 77.954, 133.806, 126.711, 129.006, 130.129, 133.727, 142.175, 155.936. m/z 279 (MH+). HREIMS found 279.1170 C14H19N202S, requires 279.1167.

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 3-aminophenethylcarbamate, its application will become more common.

Reference:
Patent; BRANDEIS UNIVERSITY; HEDSTROM, Lizbeth, K.; LONG, Marcus, J.; LAWSON, Ann, Parrinello; (70 pag.)WO2016/14522; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics