Month: January 2021

Related Products of 120157-97-3, 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. 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[2- (4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (1. 5g, 4.99 mmol) was dissolved in toluene (0.2 M) in a 100 mL round-bottom flask. To this was added LiCl (10.6 mg, 0.25 mmol, 0. 05eq) and the resulting solution was flushed under nitrogen for 2-3 minutes. PdCl2 (PPh3) 2 (175.4 mg, 0. 25mmol, 0. 05eq) was added to the reaction mixture and the solution was again flushed under nitrogen for 2-3 minutes. 2-Tributylstannanyl-pyridine, from Frontier (1. 84g, 4.99mmol, leq) was added last and the reaction mixture was heated to 110C overnight. The solvent was removed under vacuum. The crude material was purified on column chromatography (silica gel), and eluted with EtOAc-Hexanes 15: 85 to afford [2- (4-Pyridin-2-yl-phenyl)-ethyl]-carbamic acid tert-butyl ester in good yield.

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, N-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/93245; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 112101-81-2, name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, molecular formula is C10H16N2O3S, 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. name: R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide

EXAMPLE 34 R-(-)-5-[2-[2-(5-Fluoro-2-methoxyphenoxy)-ethylamino]propyl]-2-methoxybenzenesulfonamide hydrochloride A suspension of 1.00 g of R-(-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide [[alpha]D25 -13.8 (C=1,MeOH), m.p.156.5-160.5 C. (H2 O) ] 11.00 g of 2-(2-bromoethoxy)-4-fluoroanisole and 0.20 g of potassium iodide in 40 ml of N,N-dimethylformamide was heated for 10 hours at 85 C. After cooling, the reaction mixture was poured into water, made alkaline with 10% sodium hydroxide aqueous solution and extracted with ethyl acetate. The extract was washed with water, dried and evaporated. The residue was chromatographed on silica gel using chloroform-methanol (9:1) as an eluant to give 0.81 g of the free base as colorless crystals which were recrystallized from methanol as colorless needles, m.p.144-145 C. Analysis for C19 H25 FN2 O5 S: Calculated %: C, 55.33; H, 6.11; N, 6.79. Found %: C, 55.20; H, 5.93; N, 6.54.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112101-81-2, its application will become more common.

Reference:
Patent; Hokuriku Pharmaceutical Co., Ltd.; US4971990; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 121492-06-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 121492-06-6 as follows.

General procedure: To a solution of acid 7(a-p) (1 equiv) and amine (1.5 equiv) in dichloromethane were added HoBt (1.5 equiv) and EDCI(1.5 equiv). The reaction mixture was stirred at room temperature overnight, then washed with 5% aqueous HCl, 5% aqueous sodium bicarbonate, water, and brine, and dried. Purification by chromatography afforded 8-9(a-c).

According to the analysis of related databases, 121492-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Ying-Rui; Wei, Jin-Lian; Mo, Xiao-Fei; Yuan, Zhen-Wei; Wang, Jia-Lin; Zhang, Chao; Xie, Yi-Yue; You, Qi-Dong; Sun, Hao-Peng; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2713 – 2718;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 103361-99-5, These common heterocyclic compound, 103361-99-5, name is 7-Fluoro-2H-benzo[b][1,4]oxazin-3(4H)-one, 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 A 6-Iodo-7-fluoro-2H-1,4-benzoxazin-3(4H)-one 7-Fluoro-2H-1,4-benzoxazin-3(4H)-one (15.8 g) was mixed with iodine monochloride (15.6 g) in acetic acid (150 ml) and heated to reflux for 36 h. The cooled mixture was treated with saturated aqueous sodium bisulfite until the color was dissipated. The solid was filtered and washed well with water. The solid was air dried and dried further by dissolution in dimethylformamide (100 ml) and evaporated to dryness under reduced pressure to give the desired product (26.3 g) contaminated with some starting material. (The reaction can be taken to completion by addition of more iodine monochloride and refluxing for 24 h longer.) The crude product was used in Step B.

The synthetic route of 103361-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US5670455; (1997); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 5338-44-3, name is Ethyl 4-acetamidobenzoate, 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. Computed Properties of C11H13NO3

General procedure: To a solution of amidoxime 1 (2 mmol) and ester 2 (3 mmol) inDMSO (2 mL) 120 mg (3 mmol) powdered NaOH was rapidlyadded.The reaction mixture was stirred at room temperature for therequired time (TLC or precipitation of the product). The reactionmixture was diluted with cold water (30e50 mL). The resultingprecipitate was ltered off, washed with water (30 mL) and dried inair at 50 C.

The synthetic route of Ethyl 4-acetamidobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baykov, Sergey; Sharonova, Tatyana; Shetnev, Anton; Rozhkov, Sergey; Kalinin, Stanislav; Smirnov, Alexey V.; Tetrahedron; vol. 73; 7; (2017); p. 945 – 951;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 201162-53-0, These common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, 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.

Aldehyde Intermediate 2 (1.0 equiv) and /er/-butyl 3,8-diazabicyclo[3.2. l]octane-3- carboxylate (1.2 equiv) were combined into l,2-DCE (5 mL). To the mixture was added acetic acid (0.5 equiv). The mixture was stirred at rt for 3h. Solid NaBH(OAc)3(3.0 equiv) was then added into the reaction. The resulting mixture was stirred at rt overnight. The reaction was quenched with MeOH (10 mL) and washed with saturated NaHC03, water, and brine. The crude mixture was purified on a silica gel column to afford /er/-butyl 8-((2-ethyl-4′-(l,l,l,3,3,3-hexafluoro-2- hydroxypropan-2-yl)-[l,r-biphenyl]-4-yl)methyl)-3,8-diazabicyclo[3.2. l]octane-3-carboxylate (yield 55%) as a white solid.

The synthetic route of 201162-53-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESCALIER BIOSCIENCES B.V.; MOHAN, Raju; NUSS, John; HARRIS, Jason; YUAN, Shendong; (144 pag.)WO2019/177996; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 22958-64-1, 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. 22958-64-1, name is 2-(4-Sulfamoylphenyl)acetic acid belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00324] To a solution of 2-amino-5-(cyclohexylmethyl)-6,6-dimethyl-4, 5,6,7- tetrahydrothieno[3,2-c]pyridine-3-carbonitrile Core-1 c_A (1.15 g, 3.8 mmol) in DMF (12 mL) was added 2-(4-sulfamoylphenyl)acetic acid (1.23 g, 5.7 mmol), DIPEA (982 mg, 7.6 mmol) and a solution of T3P in EtOAc (4.84 g, 50% w/w, 7.6 mmol). The mixture was stirred at 65 C for 1 h. The reaction mixture was diluted with water (25 mL) and extracted with EtOAc (15 mLx4). The organic layer was concentrated. The residue was purified by column chromatography on silica (PE:EtOAc=10:1 ~2:1) to afford the desired product (1.15 g, yield 60%) as light yellow solid; LC-MS Rt 1.08 min, MS m/z [M+H]+ 501.3; Method 1 ; 1H NMR (400 MHz, DMSO-cfe) d 1 1.9 (s, 1H), 7.78 (d, J = 8.4 Hz, 2H), 7.48 (d, J = 8.4 Hz, 2H), 7.33 (s, 2H), 3.96 (s, 2H), 3.49 (s, 2H), 2.46 (s, 2H), 2.24 (d, J = 6.8 Hz, 2H), 1.76 – 1.73 (m, 2H), 1.67 – 1.64 (m, 3H), 1.39 – 1.33 (m, 1H), 1.25 – 1.15 (m, 3H), 1.02 (s, 6H), 0.88 – 0.75 (m, 2H).

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, 2-(4-Sulfamoylphenyl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; KOUNDE, Cyrille; SIM, Wei Lin Sandra; SIMON, Oliver; WANG, Gang; YEO, Hui Quan; YEUNG, Bryan KS; YOKOKAWA, Fumiaki; ZOU, Bin; (122 pag.)WO2019/244047; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 115643-59-9, These common heterocyclic compound, 115643-59-9, name is 2-Amino-6-fluorobenzamide, 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 2-amino-6-fluorobenzamide (3.80 g, 24.7 mmol) and triethylamine (2.99 g, 29.6 mmol) in THF (50 mL) was added dropwise ethyl chloroglyoxylate (3.70 g, 27.1 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hrs. The mixture was partitioned between ethyl acetate and water, and the organic layer was washed with saturated brine, dried over sodium sulfate and concentrated under reduced pressure. The obtained concentrated residue was suspended in EtOH, and insoluble material was collected by filtration to give ethyl ((2-(aminocarbonyl)-3-fluorophenyl)amino)(oxo)acetate as a white powder (4.95 g, 79%).

Statistics shows that 2-Amino-6-fluorobenzamide is playing an increasingly important role. we look forward to future research findings about 115643-59-9.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 132289-57-7, 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. 132289-57-7, name is N,2-Dimethoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of the above amide (260mg) in THF (5ml) at-78 C was added a solution of 2-thienyllithium (1 M in THF, 2. 15ml). The solution was stirred for 2hr at-78 C and warmed to-20 C for an additional 2hr. The reaction was quenched with saturated ammonium chloride and extracted with CH2CI2, washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to give 250mg of product (82%).

The chemical industry reduces the impact on the environment during synthesis N,2-Dimethoxy-N-methylacetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/68460; (2005); 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. 16066-84-5, name is tert-Butyl methylcarbamate, A new synthetic method of this compound is introduced below., Safety of tert-Butyl methylcarbamate

2-Bromo-5-hydroxy-6-nitropyridine (132.8 g, 0.606 mol), cesium carbonate (594.7 g,1.83 mol), tert-butyl methylcarbamate (116.7 g, 0.890 mol) and anhydrous DMF (4.0 L) were combined and the resultant orange mixture was sparged with nitrogen for 10 minutes. Xantphos (53.1 g, 0.0918 mol) and palladium acetate (13.5 g, 0.0601 mol) were then added and the solution was heated to 80C with continuous nitrogen gas sparging for 3 days. The mixture was allowed to cool and stir overnight. 2-Methyltetrahydrofuran (MeTHF, 4.OL) wasadded and the resultant slurry was stirred for 2.5 hours and then filtered through Celite. Thefilter cake was washed with 2 x 1.0 L of MeTHF. The filtrate was then partitioned with 8.0 Lof water. The organic layer was discarded and the aqueous layer acidified to pH 1-2 with 60mL of 12N HC1. Ethyl acetate (4.0 L) was added and the layers were separated. The organic layer was washed with water (2.0 L). The aqueous layer was back extracted with EtOAc (2 x2.0 L). The combined organic extracts were concentrated on a rotary evaporator to a brown oil. The residue was twice dissolved in EtOAc (1.0 L each time) and concentrated again. The brown oil was then dissolved in MTBE (300 mL) and loaded onto a silica gel column (SiliaFlash G-60, 3.0 L, 1.5 kg) that was pre-conditioned with 10% EtOAc/n-heptane. Thecolumn was then eluted sequentially with 10%, 20% and 30% EtOAc in n-heptane. The fractions were discarded until the eluate was yellow and then collected until cessation of color. Concentration of the combined yellow fractions on a rotary evaporator yields two crops of tert-butyl [5-hydroxy-6-nitro-2-pyridinylj(methyl)carbamate of 61.5 g and 21.3 g, (respective LC purities = 98.7% and 97.0%) with a combined yield of 82.8g (51%).

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; NAVIDEA BIOPHARMACEUTICALS, INC.; CESATI, Richard R., III; CASEBIER, David S.; MORETON, Richard Christian; (49 pag.)WO2017/87965; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics