Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, belongs to ethers-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 29578-39-0, category: ethers-buliding-blocks

To a solution of 9-1 (20 g, 97.55 mmol) in tetrahydrofuran (100 mL) was added dropwise n-butyl lithium (43 mL, 2.5 M, 107.3 mmol) at -78 C. It was stirred for 30 minutes and N,N-dimethylformamide (15.1 mL, 195.1 mmol) was added at this temperature. It was stirred for another 30 minutes and the cold bath was removed. After 1 hour, the reaction was quenched with saturated aqueous ammonium chloride. The organic layer was washed with water and saturated aqueous sodium chloride, dried (sodium sulfate), filtered and concentrated. The residue was purified by chromatography on silica to give 9-2.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NEUROVIVE PHARMACEUTICAL AB; Moss, Steven James; Gregory, Matthew Alan; Wilkinson, Barrie; US9139613; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 446-61-7, 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. 446-61-7, name is 2-Fluoro-6-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(E)-3-Ethoxy-N-(3-fluoro-2-methoxyphenyl)acrylamide (3a) A mixture of 6-fluoro-o-anisidine (2a) (5.08 g, 36 mmol), DMAP (0.44 g, 3.6 mmol) and pyridine (25 mL) was stirred in an ice bath for one hour. After concentrating, water (50 mL) and AcOEt (100 mL) were added. Concentrated HCl was added to pH 1. Extraction was performed with AcOEt as the organic layer was washed with was washed successively with: 25 mL saturated NaCl containing 2 mL 1 M HCl, 25 mL saturated NaCl containing 5mL NaHCO3, and finally with 25 mL saturated NaCl. The organic layer was dried with MgSO4 and purified by passing through a column of silica gel using a solvent system of 1:1 followed by 2:1 hexanes-AcOEt. The product was further purified by column chromatography using a solvent system combination of 10:1 4:1 2:1. The product was recrystallized from cold 10:1 hexanes-AcOEt to give (3.16 g, 37% yield) as off white crystals. 1H NMR (400 MHz, CDCl3) 8.19 (d, J=8.4 Hz, 1H), 7.64 (d, J=11.2 Hz, 1H), 7.56 (bs, 1H), 7.01-6.94 (m, 1H), 6.81-6.74 (m, 1H), 5.36 (d, J=12 Hz, 1H), 3.98 (d, J=1.6 Hz, 3H), 3.96 (q, J=7.2 Hz, 2H), 1.36 (t, J=7.2 Hz, 3H). 19F NMR (376 MHz, CHCl3) -131.37.

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-Fluoro-6-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Horwitz, Jerome P.; Polin, Lisa; Hazeldine, Stuart T.; Corbett, Thomas H.; US2007/54938; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, belongs to ethers-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 6298-96-0, COA of Formula: C9H13NO

a) 10.0 g (66.1 mmol) (S)-4-methoxy-alpha-methylbenzylamine are added to 30 mL HBr (30% in AcOH) and stirred at 100 C. for 4 h. The reaction mixture is cooled to r.t. and the solvent is removed in vacuo. The crude product is used without further purification.

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-(4-Methoxyphenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/213568; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1515-95-3, name is 1-Ethyl-4-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1515-95-3

Dissolve 2-methylethylbenzene (1.0 mmol), iron complex 1 (0.02 mmol) and H2O2 (1.5 mmol) in 2 mL of methanol and react at room temperature for 8 hours.After the reaction, the concentrated reaction solution was directly separated by silica gel column chromatography and dried to the same quality.The corresponding product C9H12O was obtained (93% yield).

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; Shanghai Institute of Technology; Yao Zijian; Qiao Xinchao; Zhu Jingwei; Lin Nan; (13 pag.)CN110627841; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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 148583-65-7

A mixture of 7-chlorothiazole[5,4-d]pyrimidine (50 mg, 0.292 mmol), toluene-4-sulfonicacid (6 mg, 0032 mmol), 4-fluoroisopropoxyaniline (49 mg, 0.290 mmol) and IPA (2m1)were sealed in a microwave reactor vial and irradiated at 170C for 15 minutes in theBiotage 1-60 microwave reactor. The reaction mixture was concentrated and theresidue taken up in 20% MeOH in DCM and passed through an aminopropyl cartridge.The product was recovered by washing through with 20% MeOH in DCM. The solutionwas concentrated and the crude product purified by flash column chromatographyeluting with 10-20% EtOAc in petroleum ether to give a pale pink solid (52 mg, 58%).1H NMR (400 MHz, CHLOROFORM-d) 5 1.44 (d, J=5.95 Hz, 6H), 4.56-4.64 (m, IH),6.69-6.77 (m, 2H), 8.58-8.62 (m, IH), 8.64-8.65 (m, 1H), 8.67-8.72 (m, IH), 8.88 (s,1 H); m/z (ES+APCI) :304 [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 148583-65-7, its application will become more common.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 768-70-7, 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. 768-70-7, name is 3-Ethynylanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step B:; In nitrogen atmosphere, the above ester (115 mg, 0.25 mmol) and 1-ethynyl-3- methoxybenzene (97 muL, 0.75 mmol) were dissolved in anhydrous tetrahydrofuran (4 mL). 0.15 M Solution of tri-tert-butylphosphine in cyclohexane (0.2 mL, 0.03 mmol) was added via syringe. Copper()) iodide (1.9 mg, 0.01 mmol), dichloro(bisbenzonitrile)palladium (5.7 mg, 0.015 mmol) and diisopropylamine (84 muL, 0.60 mmol) were added. The traces of the air were removed and the mixture was stirred under nitrogen at ambient temperature overnight. The mixture was diluted with ethyl acetate (10 mL) and filtered through a short path of silica gel. The filtrate was concentrated and purified by column chromatography (silica gel Fluka 60, hexanes/ethyl acetate 7:3 -1: 1 – 3: 7) yielding ethyl [4-[3,5-bis-(3-methoxyphenylethynyl)- phenylsulfanyl]-2-methylphenoxy]acetate. Yield: 87 mg (62 %). RF (Si02, hexanes/ethyl acetate 9:1) 0.25. , ¹H NMR spectrum (200 MHz, CDCI3, No.H) : 7.48 (t, J=1.4 Hz, 1 H) ; 7.35-7.25 (m, 6 H); 7.15- 7.01 (m, 4 H) ; 6.95-6.85 (m, 2 H) ; 6.72 (d, J=8.5 Hz, 1 H) ; 4.67 (s, 2 H) ; 4.27 (q, J=7.1 Hz, 2 H) ; 2.30 (s, 3 H); 1.29 (t, J=7.1 Hz, 3 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, 3-Ethynylanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVO NORDISK A/S; WO2005/105726; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 5961-59-1, name is 4-Methoxy-N-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 5961-59-1

HATU (1.52 g, 4.01 mmol) was added to a stirred solution of 4-methoxy-N-methylaniline (500 mg, 3.64 mmol) and (S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanoic acid (1.06 g, 4.01 mmol) iln DMF (20 mL) and DIPEA (1.27 mL, 7.29 mmol) and the reaction mixture was stirred at rt for 4 h. The reaction mixture was concentrated and the crude oil was then partitioned between EtOAc (-60 mL) and 1/2 sat. NaHCCb (aq.) (-60 mL). The organic component was washed with brine (-40 mL), dried (MgS04), filtered and concentrated. The residual oil was then purified using a Biotage Horizon (80g SiC , 10- 40% EtOAc/hexanes) to yield Intermediate 1 (1.34 g) as clear amber viscous oil. LC-MS retention time = 3.17 min; m/z = 285.3 [M+H-Boc]+. (Column: Phenomenex Luna C18 2.0 X 50 mm 3 muiotaeta. Solvent A = 95% Water : 5% Acetonitrile : 10 mM NH4OAc. Solvent B = 5% Water : 95% Acetonitrile : 10 mM NH4OAc. Flow Rate = 0.8 mL/min. Start % B = 0. Final % B = 100. Gradient Time = 4 minutes, then a 1 -minute hold at 100% B. Wavelength = 220 nm). NMR (400 MHZ, CDCb) delta ppm 7.25 – 7.20 (m, 3H), 7.03 – 6.64 (m, 6H), 5.20 (d, J=8.8 Hz, 1H), 4.53 (app q, J=7.4 Hz, 1H), 3.83 (s, 3H), 3.18 (s, 3H), 2.89 (dd, J=13.1, 7.5 Hz, 1H), 2.71 (dd, J=13.1, 6.5 Hz, 1H), 1.39 (s, 9H).

The synthetic route of 5961-59-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 393-15-7,Some common heterocyclic compound, 393-15-7, name is 4-Methoxy-3-(trifluoromethyl)aniline, molecular formula is C8H8F3NO, 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.

A solution of methyl 5-amino-2-[(4-trifluoromethylphenyl)(phenyl)methoxy]benzoate (300 mg, 0.748 mmol), diisopropylethyl amine (0.149 ML, 0.898 mmol), di(N-succinimidyl) carbonate (230 mg, 0.898 mmol) and acetonitrile (9 ML) was stirred for 1 hour under ice-cooling, diisopropylethyl amine (0.149 ML, 0.898 mmol) and 5-amino-2-methoxybenzotrifluoride (172 mg, 0.898 mmol) were added to the solution under ice-cooling, and the mixture was stirred under ice-cooling for 1 hour and at room temperature for 12 hours.. The reaction solution was poured into water, extracted with ethyl acetate, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 1:1), to obtain the titled compound as a solid. 247 mg (53.5%) 1H-NMR (CDCl3) delta; 3.82 (3H, s), 3.88 (3H, s), 6.24 (1H, s), 6.73 to 7.66 (17H, m)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Methoxy-3-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 19056-40-7, A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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 suspension of 4-bromo-3-methoxyaniline (2.5 g, 12.4 mmol) and potassium phosphate, tribasic (1.08 g, 6.19 mmol) in acetonitrile (40 mL) at 0°C, was added 2,4- dibromobutyryl chloride (1.64 mL, 12.4 mmol). The mixture was brought to rt and stirredfor 1 h. Aqueous NaOH (50percent) (5 mL, 12.37 mmol) was added, and the mixture was stirred at rt for 4 h. The reaction mixture was filtered through CELITE®, which was rinsed with acetonitrile. The filtrate was concentrated. The product was purified by flash chromatography (0-50percent EtOAc/Hex gradient) to obtain Intermediate 4 (3.5 g, 66percent yield) as a pinkish colored solid. MS(ESI) m/z: 350.0 (M+H) ?H NMR (300 MHz, chloroform-d) oe ppm 7.77 (d, J=2.27 Hz, 1 H) 7.53 (d, J=8.69 Hz, 1 H) 6.82 (dd, J=8.69, 2.27 Hz, 1 H) 4.61 (dd, J=7.18, 3.40 Hz, 1 H) 4.05 (dt, J=9.73, 7.22 Hz, 1 H) 3.94 (s, 3 H) 3.85 (ddd, J10.01, 7.55, 2.83 Hz, 1 H) 2.69 – 2.83 (m, 1 H) 2.48 (ddt, J=14.35, 6.70, 3.26, 3.26 Hz, 1 H).

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; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Preparation 7; 4-(4-Methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamine; Tris(dibenzilideneacetone)dipalladium, Pd2(dba)3(1.1 g, 1.2 mmol), 2-dicyclohexylphosphino-2′-(N,N- dimethylamino)-biphenyl (0.94 g, 2.4 mmol), 5-bromo-2-trifluoromethoxy-phenylamine (30.7 g, 120 mmol) in THF (50 mL) were charged in a round-bottom flask flushed with argon. The flask was evacuated and backfilled with argon. LiN(TMS)2 solution (1 M in THF, 288 mL) and N-methylpiperazine (26.7 mL, 194 mmol) were added and the reaction refluxed for 1 h. The reaction mixture was then allowed to cool to room temperature and filtered through a pad of celite. The organic phase was concentrated, the residue dissolved in DCM (200 mL) and washed with water (1 x 100 mL). The organic phases were dried over anhydrous Na2SU4, the solvent evaporated in vacuo and the crude solid was purified by flash chromatography on silica gel (eluant: DCM/EtOH 90/10) to afford 23 g of 4-(4- methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamine (70% yield) as a light brown powder. MS calc: 276.1318; MS found: 276.1320

The synthetic route of 886762-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; WO2009/156315; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem