Tag: M.W=100-200

Electric Literature of 104-92-7, 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. 104-92-7, name is 1-Bromo-4-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 1.0 mmol of aryl halide in 4 mL of DMF,1.0 mmol of terminal alkyne, 1.5 mmol of piperidine and 0.2 mol%of Pd/Fe3O4NPs were added and the mixture was heated on anoil bath at 110C for 24 h under inert atmosphere (N2). After com-pletion of the reaction (as monitored by TLC), the reaction mixturewas cooled to room temperature and the catalyst was separatedusing a magnetic separator. The solvent was evaporated at reducedpressure, and the residue was subjected to gel permeation chro-matography to afford pure products. All the products are knowncompounds and the spectral data and melting points were identicalto those reported in the literature.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nasrollahzadeh, Mahmoud; Mohammad Sajadi; Rostami-Vartooni, Akbar; Khalaj, Mehdi; Journal of Molecular Catalysis A: Chemical; vol. 396; (2015); p. 31 – 39;,
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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 54149-17-6 as follows. Recommanded Product: 54149-17-6

Example 8. 1-{1-[2-(2-ethoxyethoxy)ethyl]piperidin-4-yl}-1W-indazole; To a solution of 1-piperidin-4-yl-1H-indazole TFA salt (0.33 mmol) in DMF (10 ml) was added K2CO3 (137 mg, 0.99 mmol) followed by 1 -bromo-2-(2- ethoxyethoxy)ethane (72 mg, 0.363 mmol). The mixture was heated under N2 atmosphere at 75 “C for 5 hours, cooled down at room temperature and the solvent was evaporated in vacuo. The residue was dissolved in EtOAc (20 ml) and washed with saturated NaHCO3 (10 ml), brine (10 ml) and dried over sodium sulfate to give the crude compound, which was purified by prep LC/MS – high pH (40-70 % acetonitrile/water to give desired compound as free base. The pure compound was dissolved in CH2CI2 (5 ml) under N2 atmosphere and 1 M solution of hydrochloride in Et2O was added (5 eq.). The mixture was stirred at room temperature for 5 minutes and the solvent was evaporated in vacuo to give the desired compound as HCI salt (76 mg, 65.08 %). MS (M+1 ): 318.3; 1 H NMR (400 MHz, METHANOL-D4): delta ppm 1.21 (t, J = 7.03Hz, 3H), 2.28 (d, J = 13.09Hz, 2H), 2.57 (q, J = 13.67Hz, 2H), 3.36 (br t, J = 12.89Hz, 2H), 3.44 (br t, J = 4.69Hz, 2H), 3.57 (q, J = 7.03Hz, 2H), 3.61 – 3.67 (m, 2H), 3.68 – 3.73 (m, 2H), 3.83 (br s, 1 H), 3.85 – 3.90 (m, 7H), 5.00 (tt, J = 11.40, 7.74, 3.91, 3.71 Hz, 1H), 7.14 – 7.21 (m, 1 H), 7.43 (t, J = 7.32Hz, 1H), 7.67 (d, J = 8.59Hz, 1H), 7.75 (d, J = 7.81 Hz, 1H), 8.05 (s, 1 H).

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/142584; (2007); A1;,
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Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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. COA of Formula: C8H8F3NO

In a round bottom flask fitted with magnetic stirrer and reflux condenser, 3- bromo-4-nitro-pyridine 1 -oxide (5.3 g, 24.25 mmol) and 4-(trifluoromethoxy)benzylamine (9.28 g, 48.55 mmol) were dissolved in propanol (50 ml) and heated to 90 C for 5 hours. Reaction mixture was allowed to cool overnight whilst stirring, with a solid crashing out of the reaction crude. This solid was filtered off, washed with I PA (2 x 10 ml) and dried in vacuo to afford the title compound (4.64 g, 58%). [00294] LCMS Method: 2, RT: 6.50 min, Ml: 330 [M+1] [00295] NMR, Method 1 : (DMSO) 8.82 (t 1 H), 8.05 (d 1 H), 7.94 (d 1 H), 7.52 (d 2H), 7.49 (dd 1 H), 7.36 (d 2H), 4.68 (d 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 93919-56-3, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; STOCKLEY, Martin Lee; MACDONALD, Ellen Catherine; PRITOM, Shah; JORDAN, Allan; HITCHIN, James; HAMILTON, Niall; (217 pag.)WO2016/124939; (2016); A1;,
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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. 111-95-5, name is Bis(2-methoxyethyl)amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Bis(2-methoxyethyl)amine

To an ethanolic solution (50 ml) of p-chlorophenol (30 mmol, 3.86 g), bis(2-methoxyethyl)amine (30 mmol, 3.99 g) was added dropwise with constant stirring. After 30 min, 37% (w/v) formalin solution (30 mmol, 2.43ml) was added to it. The resulting mixture was stirred for 1 h at room temperature and then refluxed for 8 h. It was evaporated under reduced pressure and the yellow oil was extracted with saturated brine solution and diethyl-ether several times. The organic phase was separated, dried with anhydrous MgSO4, concentrated by evaporation of ether and subsequently vacuum-dried for the removal of last traces of water.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sanyal, Ria; Chakraborty, Prateeti; Zangrando, Ennio; Das, Debasis; Polyhedron; vol. 97; (2015); p. 55 – 65;,
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These common heterocyclic compound, 22236-08-4, name is 3-(Difluoromethoxy)aniline, 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. name: 3-(Difluoromethoxy)aniline

To a stirred solution of rn-difluoromethoxy aniline, 8.20 mL (65.5 rnmol) in anhydrous tetrahydrofuran (100 mE) at -78 C was added n-butyl lithium, 33.0 mE (65.5 mmol, 2 M in hexane) dropwise maintaining the reaction temperature below -65 C during the addition. The reaction mixture was stirred for 1 hour at -78 C before rac-phenyl 4-{[(allyloxy)carbonyl]amino}-N-cyano-3-(3,4- dichlorophenyl)-4,5-dihydro- 1 H-pyrazole- 1 -carboximidate (intermediate 5), 10,0 g (21.8 rnmol) inanhydrous tetrahydrofuran (600 mE) was added dropwise maintaining the reaction temperature below-65 C. The reaction mixture was stirred for 2 hours at -78 C before slowly pouring over saturated ammonium chloride solution (700 mE). The crude product was extracted into ethyl acetate (700 mL) and the organic layers were combined and washed with brine solution (350 mE). The collected organic phase was dried over magnesium sulfate, filtered and the solvent evaporated to yield an off-whitecrude solid. The crude solid was precipitated from a minimum volume of ethyl acetate and filtered, washing with diethyl ether to yield rac-allyl [1- {N?-cyano-N- [3- (difluoromethoxy)phenyl]carbamimidoyl} -3 -(3 ,4-dichlorophenyl)-4,5-dihydro- 1 H-pyrazol-4- yl]carbamate, 7.6 g (67%) as a white solid. LCMS (method 2): Rt = 1.78 min. MS (ESI): [M + H]+ = 523.2

The synthetic route of 3-(Difluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; STELLFELD, Timo; STRESEMANN, Carlo; HILLIG, Roman; KOeHR, Silke; STOeCKIGT, Detlef; WEISKE, Joerg; BARAK, Naomi; CHRIST, Clara; TER LAAK, Antonius; BADOCK, Volker; (77 pag.)WO2016/166185; (2016); A1;,
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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. 10103-06-7, name is 2,3-Dimethoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,3-Dimethoxynaphthalene

General procedure: To [Ir(COD)OMe]2 (7.3 mg, 11 mumol) and 4,4′-di-tert-butyl-2,2′-bipyridine (7.0 mg, 26 mumol) in a flame-dried vial under nitrogen were added THF (0.7 mL), pinacolborane (0.18 mL, 1.24 mmol) and 1,4-dimethoxynaphthalene (7) (188 mg, 1.0 mmol). The mixture was stirred at 80 C for 24 h then filtered through Celite and concentrated in vacuo to afford crude pinacol ester 13 (100% conversion by 1H NMR) that was used directly in the next step.

The synthetic route of 10103-06-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hume, Paul; Furkert, Daniel P.; Brimble, Margaret A.; Tetrahedron Letters; vol. 53; 29; (2012); p. 3771 – 3773;,
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6781-17-5, name is 2-(2-Ethoxyphenoxy)ethanamine, belongs to ethers-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. Formula: C10H15NO2

Example 13 (2-Benzenesulfonyl-ethyl)-[2-(2-ethoxy-phenoxy)-ethyl]-amine hydrochloride A mixture of 2-(2-ethoxyphenoxy)ethanamine (36.2 g, 200 mmol) and [(2-phenoxyethyl)sulfonyl]-benzene (52.5 g, 200 mmol) in 500 mL of tetrahydrofuran is treated in portions with 50% sodium hydride in mineral oil suspension (9.7 g, 202 mmol). The mixture is stirred at room temperature for 1 hour and then evaporated. The residue is partitioned between ethyl ether and brine. The ether layer is dried (anhydrous magnesium sulfate) and treated with hydrogen chloride gas. The precipitated solid is filtered and recrystallized from ethanol to give 49.6 g (64%) of product, mp 146-152 C.

The synthetic route of 6781-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US6051605; (2000); A;,
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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 38336-04-8 as follows. HPLC of Formula: C9H13NO

Example 13; N-[6-(2-Benzyloxy-ethylamino)-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide:; A mixture of 318 mg (1 mmol) of N-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide, 605 mg (4.0 mmol) of 2-benzyloxy-ethylamine and 3.2 ml of ethanol is heated at 120C in a closed vial in a microwave reactor for 10 minutes. After cooling to room temperature, 1M aqueous hydrochloric acid is added until a pH value of ~3 is reached. The resulting mixture is extracted with ethyl acetate. The organic phase is separated, washed with water and brine, dried over magnesium sulfate and evaporated. Chromatography of the residue on silica with dichloro-methane – methanol (93:7) and crystallization from tetrahydrofuran – hexane gives 261 mg (58 %) of the title compound as red crystals, m.p. 204C (decomp.).

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/10591; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 70894-71-2, name is N-(4-Methoxybenzyl)cyclopropanamine, 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 70894-71-2, Recommanded Product: 70894-71-2

A solution of ethyl 6,8-dichloroimidazo[l ,2-b]pyridazine-3-carboxylate (4.0 g, 15.38 mmol), N-(4-methoxybenzyl)cyclopropanamine (4.09 g, 23.07 mmol) and diisopropylethyl amine (5.37 mL, 30.8 mmol) in tetrahydrofuran (THF, 5 mL) was refluxed at 70 C overnight. The reaction was concentrated and the crude product was purified using silica gel chromatography (25-30% ethyl acetate: petroleum ether), to provide ethyl 6-chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[l ,2- b]pyridazine-3-carboxylate (4.3 g, 56% yield). 1H NMR (400 MHz, CHLOROFORM-D) delta ppm 8.14 (1 H, s), 7.05 – 7.07 (1 H, m), 7.02 – 7.05 (1 H, m), 6.76 – 6.79 (1 H, m), 6.74 – 6.76 (1 H, m), 6.60 (1 H, s), 5.61 (2 H, s), 4.43 (2 H, q, J=7.22 Hz), 3.75 (3 H, s), 2.45 – 2.54 (1 H, m), 1.41 (3 H, t, J=7.05 Hz), 0.96 – 1.04 (2 H, m), 0.76 – 0.84 (2 H, m). LC retention time 2.22 min [O]. MS (E+) m/z: 401 (MH+).

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; BRISTOL-MYERS SQUIBB COMPANY; WEINSTEIN, David S.; MOSLIN, Ryan M.; ZHANG, Yanlei; GARDNER, Daniel S.; SANTELLA, Joseph B.; LANGEVINE, Charles M.; STACHURA, Sylwia; (127 pag.)WO2017/87590; (2017); A1;,
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Related Products of 4393-09-3, 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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (2,3-dimethoxyphenyl)methanamine (SM-2) (5 g, 29.9 mmol) in THF (50 mL) were added Et3N (8.3 mL, 59.8 mmol) dropwise at 0 C. After stirring for 15 minutes, 2- bromoacetonitrile (2.5 mL, 35.9 mmol) dropwise at 0 C. The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was stirred at room temperature for 16 h.After consumption of the starting material (by TLC), the reaction was quenched with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic layer was washed with brine, dried over Na2S04and concentrated under reduced pressure. The crude was purified by column chromatography by eluting 20% EtOAc/n-hexane to afford Int-A (5 g, 82%) as colorless thick syrup.1H NMR (400 MHz, DMSO -d6) delta 7.07 – 7.00 (m, 1H), 6.98 – 6.89 (m, 2H), 3.79 (s, 3H), 3.76 – 3.74 (m, 2H), 3.73 (s, 3H), 3.59 (br d, J = 5.9 Hz, 2H), 2.81 (br s, 1H)

The synthetic route of (2,3-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APTINYX INC.; KHAN, M., Amin; (87 pag.)WO2019/152685; (2019); A1;,
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