Category: 142-26-7

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 142-26-7 as follows. Computed Properties of C4H9NO2

To a solution of 4-((2′, 3, 3′, 5-tetrafluoro-5′ -(anti-3-methoxycyclobutoxy)-[1, 1′-biphenyl]-4-yl)oxy)butanoic acid (56 mg, 0.13 mmol) in dry DCM (0.6 mL) was added thionyl chloride (19 muL, 0.26 mmol) at 0 C, stirred at 55 C for 8h. The reaction solvent was removed under reduced pressure. The crude product was dissolved in dry DCM (0.6 mL). The mixture was added N-(2-hydroxyethyl) acetamide (12 muL, 0.13 mmol), then was stirred at r.t. for 0.5-1h. Add triethylamine (46 muL, 0.065 mmol) to the reaction mixture stirred at r.t. for 3h. The reaction solvent was removed under reduced pressure to afford crude product. The crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 1 : 1 as eluent) to give 4-((2′, 3,3′,5-tetrafluoro-5′-(anti-3-methoxycyclobutoxy)-[1,1′-biphenyl]-4-yl)oxy)butanoate (18 mg, 27% yield) as colorless oil. 1H NMR (300 MHz, CDCl3) delta 7.16-6.99 (m, 2H), 6.65-6.56 (m, 1H), 6.54-6.51 (m, 1H), 5.86 (s, 1H), 4.83-4.76 (m, 1H), 4.29-4.15 (m, 4H), 4.15-4.07 (m, 1H), 3.54 (dd, J = 10.5 Hz, J = 5.5 Hz, 2H), 3.28 (s, 3H), 2.64 (t, J = 7.2 Hz, 2H), 2.51-2.36 (m, 4H), 2.17-2.07 (m, 2H), 2.00 (s, 3H); HRMS (ESI): Exact mass calcd. for C25H27F4NO6Na [M+Na] + 536.1672 found 536.16667.

According to the analysis of related databases, 142-26-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sheng, Ren; Yang, Liu; Zhang, Yanchun; Xing, Enming; Shi, Rui; Wen, Xiaoan; Wang, Heyao; Sun, Hongbin; Bioorganic and Medicinal Chemistry Letters; vol. 28; 15; (2018); p. 2599 – 2604;,
Amide – Wikipedia,
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142-26-7, name is N-Acetylethanolamine, 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. category: amides-buliding-blocks

Example 5 This example illustrates an alternative method for producing (-)-halofenate. A 500-mL round-bottom flask with a magnetic stirrer is charged with 35.5 g (65.4 mmol) of the (-)-CPTA/(S)-(-)-1-(2-naphthyl)-ethylamine diastereomeric salt (98% ee), 89.0 g of 1,2-dichloroethane, and 35.5 mL of water. To the slurry is added 6.7 g (68 mmol) of 37% hydrochloric acid, and the mixture was stirred at ambient temperature to give two clear phases. The lower organic phase is removed and washed with 7.0 g of water. The organic phase is evaporated, then dissolved in 55.6 g of 1,2-dichloroethane and placed in a 250-mL round-bottom flask in a heating mantel with a magnetic stirrer and fitted with a reflux/distillation head. To the solution is added 7.5 mL (100 mmol) of thionyl chloride, and the solution is heated to reflux for 2 hours. Heating is continued to collect distillate. The solution is cooled to ambient temperature, then chilled in an ice bath for the addition of 25.85 g (251 mmol) of distilled N-acetylethanolamine (KF analysis 1176 and 1288 ppm water). The solution is added slowly with stirring to 9.90 g (71.6 mmol) of potassium carbonate in 36 g of water chilled in an ice bath. The reaction mixture is rinsed with 5 mL of 1,2-dichloroethane. The lower organic phase is removed and washed with 37 mL of water. The solution is evaporated to give an residue. The residue is treated with 54 g of heptane, and the solvent is removed to give a residue. To the residue is added 76 g of heptane, and the solvent is removed to give a residue. The residue is dissolved in 28 mL of 2-propanol at 40 C., then diluted with an additional 28 mL of 2-propanol and 334 mL of heptane. Cooling to ambient temperature gives a slurry which thickens upon cooling in an ice bath. After stirring for 2 hours, the solid is isolated by vacuum filtration, rinsed with 29 g of heptane, and dried to give (-)-halofenate.

The synthetic route of 142-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Metabolex, Inc.; US2007/73082; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 142-26-7, A common heterocyclic compound, 142-26-7, name is N-Acetylethanolamine, molecular formula is C4H9NO2, 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.

The title product of Preparation 29 (600 mg, 2.16 mmol), N-(2-hydroxyethyl)acetamide (276 mg, 2.68 mmo), triphenylphosphine (710 mg, 2.71 mmol) were mixed under Ar atmosphere followed by the addition of dry THF (5 ml). The mixture was cooled at 0 and DIAD was added drop wise. The reaction mixture was allowed to warm to rt and then stirred overnight. Solvent was removed and the residue thus obtained was partitioned between water and ethyl acetate. The organic layer was washed with water and brine. It was dried and solvent removed to yield a crude product that was purified according to purification method A to yield the title compound as a solid. 130 mg (17% yield) of the title product were obtained as a solid.LRMS: m/z 363 (M+1fRetention time: 4.32 min (method B)H NMR (200 MHz, DMSO-D6) delta ppm 0.92 (t, 3 H) 1.29 – 1.45 (m, 2 H) 1.55 (d,J=7.14 Hz, 2 H) 1.77 (s, 3 H) 2.20 (s, 6 H) 3.06 (t, J=6.59 Hz, 2 H) 3.24 – 3.45(m, 2 H) 3.85 – 4.01 (m, 2 H) 7.23 (s, 2 H) 7.96 – 8.07 (m, 1 H) 8.85 – 8.93 (m, 1H)

The synthetic route of 142-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; GRIMA POVEDA, Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA, Marta; CARRASCAL RIERA, Marta; TERRICABRAS BELART, Emma; GRACIA FERRER, Jordi; CASALS COLL, Gaspar; WO2011/35900; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

142-26-7, name is N-Acetylethanolamine, 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. category: amides-buliding-blocks

Example 5 This example illustrates an alternative method for producing (-)-halofenate. A 500-mL round-bottom flask with a magnetic stirrer is charged with 35.5 g (65.4 mmol) of the (-)-CPTA/(S)-(-)-1-(2-naphthyl)-ethylamine diastereomeric salt (98% ee), 89.0 g of 1,2-dichloroethane, and 35.5 mL of water. To the slurry is added 6.7 g (68 mmol) of 37% hydrochloric acid, and the mixture was stirred at ambient temperature to give two clear phases. The lower organic phase is removed and washed with 7.0 g of water. The organic phase is evaporated, then dissolved in 55.6 g of 1,2-dichloroethane and placed in a 250-mL round-bottom flask in a heating mantel with a magnetic stirrer and fitted with a reflux/distillation head. To the solution is added 7.5 mL (100 mmol) of thionyl chloride, and the solution is heated to reflux for 2 hours. Heating is continued to collect distillate. The solution is cooled to ambient temperature, then chilled in an ice bath for the addition of 25.85 g (251 mmol) of distilled N-acetylethanolamine (KF analysis 1176 and 1288 ppm water). The solution is added slowly with stirring to 9.90 g (71.6 mmol) of potassium carbonate in 36 g of water chilled in an ice bath. The reaction mixture is rinsed with 5 mL of 1,2-dichloroethane. The lower organic phase is removed and washed with 37 mL of water. The solution is evaporated to give an residue. The residue is treated with 54 g of heptane, and the solvent is removed to give a residue. To the residue is added 76 g of heptane, and the solvent is removed to give a residue. The residue is dissolved in 28 mL of 2-propanol at 40 C., then diluted with an additional 28 mL of 2-propanol and 334 mL of heptane. Cooling to ambient temperature gives a slurry which thickens upon cooling in an ice bath. After stirring for 2 hours, the solid is isolated by vacuum filtration, rinsed with 29 g of heptane, and dried to give (-)-halofenate.

The synthetic route of 142-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Metabolex, Inc.; US2007/73082; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 142-26-7, name is N-Acetylethanolamine, 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 142-26-7, Recommanded Product: N-Acetylethanolamine

EXAMPLE 11 2-(Acetylamino)-9(Z)-octadecenoate, 15 To a solution of 1.0 g of oleoyl chloride in 10 ml of tetrahydrofuran was added a solution of 0.42 g of N-acetyl ethanolamine and 2 ml of triethylamine in 15 ml of tetrahydrofuran. This mixture was stirred for 12 hours, then poured into water and extracted with ether. The ether extract was washed with 2N hydrochloric acid and brine, then dried and evaporated. The residual yellow oil was purified by flash chromatography, eluding with hexane:ethyl acetate (2:1), giving 0.32 g of the desired product as a pale yellow oil.

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-Acetylethanolamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Cyanamid Company; US5053426; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 142-26-7, name is N-Acetylethanolamine, 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 142-26-7, HPLC of Formula: C4H9NO2

A mixture of the compound 37 (120 mg, 0.328 mmol), N-(2-hydroxyethyl)acetamide (50.8 mg, 0.493 mmol), N-methylmorpholine (99.7 mg, 0.985 mmol), HOBT (66.6 mg, 0.493 mmol) and DMF (5 mL) was added with EDCI in an ice-water bath, and then stirred overnight at room temperature. The reaction solution was added with water (20 mL), and extracted with ethyl acetate (15 mL¡Á3). The combined organic phase was then washed with water (15 mL) once more. After the solvent was removed by means of reduced pressure distillation, the product was purified by using a silica column (200 to 300 mesh silica gel, ethyl acetate for elution), to obtain 2-(3-cyano-4-isopropylthiophenyl)-4-methyl-selenazole-5-carboxylic acid-(2-N-acetyl)ethyl ester (79). 1H NMR (DMSO-d6, 400 MHz) delta 8.39 (d, J=2.0 Hz, 1H), 8.22-8.19 (m, 1H), 8.07-8.04 (m, 1H), 7.72 (dd, J=4.0, 8.4 Hz, 1H), 4.24 (t, J=5.2 Hz, 2H), 3.89-3.82 (m, 1H), 3.41-3.29 (m, 2H), 2.68 (s, 3H), 1.87 (s, 3H), 1.37-1.36 (m, 6H). MS (EI, m/z): 449.9 [M-H]-.

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-Acetylethanolamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Atom Bioscience and Pharmaceutical Co. Ltd.; SHI, Dongfang; FU, Changjin; WU, Jie; LIU, Jun; EP2927219; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 142-26-7, name is N-Acetylethanolamine, molecular formula is C4H9NO2, 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. 142-26-7

To a solution of 3-((4-carbamoyl-2,6-difluorophenoxy)methyl)-4-chlorobenzo[ib]thiophene-2- carboxylic acid 69 (150 mg, 0.38 mmol) in DMF (8 ml.) was added N-( 2- hydroxyethyl)acetamide (78 mg, 0.76 mmol), EDCI -HCI (146 mg, 0.76 mmol) and DMAP (10 mg, 0.076 mmol) and the mixture was stirred at room temperature for 4 h. Water (150 ml.) was added and the mixture was extracted with EtOAc (100 ml. x 3). The combined organic extracts were washed with water (3 x 150 ml_), brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH = 1 :0 to 100:1 ) to give the title compound (60 mg, 73%) as a white solid. LCMS-C: rt 2.22 min; m/z 482.9 [M+H]+, 504.9 [M+Na]+. 1H NMR (400 MHz, DMSO-de) d 8.14 (dd, J = 7.9, 1.2 Hz, 1 H), 8.06 – 8.00 (m, 2H), 7.66 – 7.53 (m, 5H), 6.13 (s, 2H), 4.22 (t, J = 5.6 Hz, 2H), 3.35 (t, J = 5.6 Hz, 2H), 1.80 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 142-26-7, its application will become more common.

Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin, Joseph; CAMERINO, Michelle, Ang; WALKER, Scott, Raymond; STEVENSON, Graeme, Irvine; STUPPLE, Paul, Anthony; (266 pag.)WO2019/219820; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics