Tag: M.W=100-200

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H11BrO2

Step B: To a suspension 5-chloro-3-(difluoromethyl)pyrazin-2-amine (0.5 g, 2.8 mmol) in iPrOH (10 ml) was added l-bromo-2,2-dimethoxypropane (1.1 ml, 8.4 mmol), pyridinium para-toluene sulfonic acid (0.1 g, 0.3 mmol) and the mixture heated to 65C in a sealed tube for 18h. The reaction was diluted with DCM, washed with saturated sodium hydrogen carbonate solution, dried (Na2S04) and concentrated. Purification by flash column chromatography on silica gel (EtOAc: Hept 1:4- 1:0) afforded the titled product as a brown powder (0.20 g, 40%). MS (m/e): 218.1. (M+H+, CI)

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 126-38-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
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Application of 645-36-3, 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 645-36-3 as follows.

In a 100 mL flask, 3-fluoro-4-((phenoxycarbonyl)amino)benzoic acid methyl ester was added(3. 3 g, 11. 4 mmol, 1 Oeq.),2, 2-diethoxyethanamine (1.28 g, 13. 68 mmol, 1.2 eq.),piperidine (1.4 ml, 17.1 mmol, 1.5 eq.)And 6 mL of N, N-dimethylformamide,95 degrees Celsius heating and stirring 15h.To the reaction solution was added lmL concentrated hydrochloric acid for quenching,Then 40 mL of water was added to extract with ethyl acetate (40 X 3)The organic phases were combined,The organic phase was washed with saturated brine (40 mL)Dried over anhydrous Na2S04, filtered, and the organic solvent was distilled off under reduced pressure to give a brown liquid (3.3 g, Y = 89%)

According to the analysis of related databases, 645-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hubei Xinxiwang Bio-technology Co.,Ltd; xiao, hong; (19 pag.)CN105294567; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 22236-08-4, name is 3-(Difluoromethoxy)aniline, 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 22236-08-4, HPLC of Formula: C7H7F2NO

Intermediate 2 rac- Allyl [3 -(4-chloro-3 -methylphenyl)- 1 – {N’ -cyano-N- [3 -(difluoromethoxy)phenyl] caxbamimidoyl } – 4.5-dihydro- 1 //-pyrazol-4-yl j carbamate To a stirred solution of m-difluoromethoxyaniline, 6.55 g (41.2 mmol) in tetrahydrofuran (60 mL) at – 70 to -60 C was added n-butyllithium, 21 mL (41.2 mmol, 2 M in hexanes) dropwise. The mixture was stirred for 1 hour at this temperature, at which time a solution of n/< -phenyl -4- { [(allyloxy)carbonyl]amino } -3 -(4-chioro-3 -methylphenyl)-N-cyano-4,5-dihydro- 1 H-pyrazoie- 1 - carboximidate (intermediate 10), 6.00 g (13.7 mmol) in tetrahydrofuran (100 mL) was added dropwise maintaining the temperature below -60 C. The reaction mixture was stirred for 2 hours and was then poured into saturated aqueous ammonium chloride solution (200 mL) and extracted with ethyl acetate (200 mL). The organic layer was washed with brine (200 mL), dried over magnesium sulfate and concentrated to give a yellow solid. The solid was slurried with diethyl ether (50 mL) and dried to give rac-allyl [3-(4-chloro-3-methylphenyl)-l-{N'-cyano-N-[3-(difluoromethoxy)phenyl]carbamimidoyl}- 4,5-dihydro- l/ -pyrazol-4-yl] carbamate, 6.20 g (90%) as a white solid. NMR (400 MHz, DMSO-d, ): delta [ppm] = 2.32 (s, 3H), 4.06 (dd, 1H), 4.35-4.53 (m, 311 ). 5.11 (d, 1H), 5.17 (dd, 1H), 5.49-5.60 (m, 1H), 5.84 (ddt, 1H), 6.98 (dd, 1H), 7.12-7.27 (m, 3H), 7.35-7.42 (m, 1H) 7.51 (d, 1H), 7.69 (dd, 1H), 7.83 (d, 1H), 8.15 (d, 1H), 9.70 (br s, 1H). LCMS (method 3): Rt = 1.79 min MS (ESI): [M + H j = 503.2 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-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see. Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; STELLFELD, Timo; MOWAT, Jeffrey Stuart; STRESEMANN, Carlo; HILLIG, Roman; KOeHR, Silke; STOeCKIGT, Detlef; WEISKE, Joerg; HARTUNG, Ingo; BARAK, Naomi; CHRIST, Clara; TER LAAK, Antonius; BADOCK, Volker; CRAMPTON, Rosemary Helen; STEFANUTI, Ian; (194 pag.)WO2016/166186; (2016); A1;,
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Application of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.

In a sealed flask, 3,6-dichloro-4-methylpyridazine (27 g, 161 mmol) was suspended in aqueous ammonia (25%, 300 mL). The reaction mixture was heated at 110 C for 48 hours (turned into solution after 1 hour). After cooling to room temperature, the reaction was poured into CH2C12, and the organic phase was separated, dried over Na2SO4, and concentrated under vacuum, to give 22.4 g of 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl-pyridazin-3-amine as a mixture of regioisomers which were used directly in the next step. The mixture of regioisomers 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl- pyridazin-3-amine (22.4 g) was suspended in 2-propanol (300 mL). 1-bromo-2,2- dimethoxypropane (36.0 g, 26.6 mL, 193 mmol, 1.2 eq.) and PPTS (2.96 g, 11.6 mmol, 0.0725 eq.) were added, and the resulting solution was heated at 105C overnight. The solvent wasremoved in vacuo and the residue was taken up in CH2C12 and washed with NaHCO3. The organic phases were dried over Na2SO4, concentrated in vacuo and the crude light brown solid was chromatographed (EtOAc / Heptane 1/2 -1/1) to give separately 6.1 g of 6-chloro-2,8- dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H] (21%) as a white solid and 5.9 g of 6- chloro-2,7-dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H] (20%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,2-dimethoxypropane, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); A1;,
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Application of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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.

General procedure: A solution of 2-phenoxyethylamine (1.31 mL, 10 mmol) in methanol (10 mL) was added to a solution of triethylamine(Et3N) (2.76 mL, 20 mmol) in methanol (10 mL) at 0 C. A solution of 2-chloropyridine (3.80 mL, 40 mmol) in methanol(10 mL) was then added at 0 C under N2. After being stirred for 30 min, the reaction mixture was heated to 25 C and stirred for 3 days. Then, the solvent was evaporated under reduced pressure to afford a yellow solid L1 washed with methanol and dried under vacuum.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Jun; Liu, Jinyi; Chen, Liduo; Lan, Tianyu; Wang, Libo; Transition Metal Chemistry; vol. 44; 7; (2019); p. 681 – 688;,
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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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 171290-52-1

1-(Benzenesulfonyl)-5-[2-(3,5-dimethoxyphenyl)ethynyl]-1H-pyrrolo[2,3-b]pyridine 1-(Benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine (639.0 mg, 1.90 mmol), 1-ethynyl-3,5-dimethoxybenzene (461.0 mg, 2.84 mmol), copper(1+) iodide (36.1 mg, 0.19 mmol) and DIPEA (1.62 ml, 9.48 mmol) were dissolved in MeCN (10 ml). Reaction mixture was degassed with nitrogen for 5 mins. Palladium tetrakis triphenylphospine (109.5 mg, 0.09 mmol) was added and reaction heated to 80C in a sealed tube for 90 mins. Reaction mixture was cooled to RT, partitioned between saturated aq. NaHCO3 solution and EtOAc and organics separated. Organics were washed with brine, dried, filtered and concentrated. Crude material was purified by FCC on Biotage (0 – 50% EtOAc / Heptane) to give the title compound as a yellow solid (867.0 mg, 100%). 1H NMR (500 MHz, Chloroform-d) delta 8.59 (d, J = 1.9 Hz, 1H), 8.27 – 8.12 (m, 2H), 8.00 (d, J = 1.9 Hz, 1H), 7.78 (d, J = 4.0 Hz, 1H), 7.61 (d, J = 7.5 Hz, 1H), 7.52 (t, J = 7.8 Hz, 2H), 6.71 (d, J = 2.3 Hz, 2H), 6.62 (d, J = 4.0 Hz, 1H), 6.50 (t, J = 2.3 Hz, 1H), 3.83 (s, 6H). M/Z: 418.10, M+1: 418.90, tR= 1.63 min (System 1).

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Evotec (UK) Ltd.; Mills, Matthew; McCarthy, Clive; EP2924038; (2015); A1;,
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Related Products of 33311-29-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 33311-29-4 name is 4-(2-Methoxyethoxy)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example No. 104Preparation of [4- (2-Methoxy-ethoxy) -phenyl] – (8-methoxy-3H- pyrazolo [3 , 4-c] quinolin-4 -yl) -amine4-chloro-8-methoxy-2- (4 -methoxybenzyl) -2H-pyrazolo [3,4- c] quinoline (0.16 mmol) and 4- (2-methoxyethoxy) aniline (2 eq.,0.3 mmol) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HCl in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140 C. The reaction mixture was concentrated and purified by semi-preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 364.1833 g/molHPLC-MS: analytical method Brt: 1.90 min – found mass: 365.2 (m/z+H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Methoxyethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; KOESTLER, Roland; YEHIA, Nasser; WO2012/143143; (2012); 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. 33170-72-8, name is 2-Bromo-1,1-dimethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 33170-72-8

Step 1: (1,1-Dimethoxypropan-2-yl)hydrazine 6.25 g (34.1 mmol) of 2-bromo-1,1-dimethoxypropane and 6.65 ml (137 mmol) of hydrazine hydrate were stirred under reflux in an oil bath at 140 C. for 6 h. After cooling, the two-phase reaction mixture was extracted with 50 ml of tert-butyl methyl ether. The organic phase was filtered, the filtrate was concentrated on a rotary evaporator and the residue was dried under high vacuum. This gave 1.89 g (21% of theory) of a pale yellow oil which was reacted directly, without further purification, in the subsequent reaction.

The synthetic route of 33170-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SUessMEIER, Frank; LOBELL, Mario; GRUeNEWALD, Sylvia; HAeRTER, Michael; BUCHMANN, Bernd; TELSER, Joachim; JOeRIssEN, Hannah; HEROULT, Melanie; KAHNERT, Antje; LUSTIG, Klemens; LINDNER, Niels; US2013/190290; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, 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 67191-35-9, Recommanded Product: 1-Isopropoxy-2-vinylbenzene

Under anhydrous and anaerobic conditions,Grubbs first generation catalyst 1a (1.22mmol)Add to a 100mL Schlenk bottle,Compound IIIaa (2858 mg, 2.43 mmol) andPotassium tert-butoxide (286 mg, 2.55 mmol)Add to the reaction bottle,Add 50 mL of n-hexane.After reacting at 60 C for 5 hours with stirring,TLC monitored the reaction completely.After the reaction was completed, n-hexane was removed under reduced pressure.The intermediate obtained in the previous step was dissolved in 40 mL of dichloromethane.Add cuprous chloride (300 mg, 1.42 mmol) and stir for 5 min.Compound 2a1 (296 mg, 1.82 mmol) was added to the reaction flask and the temperature was raised to 40 C.TLC monitored the reaction completely.After completion of the reaction, column chromatography gave 574 mg of light green solid powder IIaa1, yield: 32.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Isopropoxy-2-vinylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Kaimeisi Business Wu Information Advisory Center (Limited Partner); Chen Jianxin; (28 pag.)CN110041262; (2019); A;,
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Application of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.

3-(trifluoromethoxy)aniline (50.0 mg, 0.28 mmol), intermediate E (80.0 mg, 0.24 mmol), DMAP (1.5 mg, 0.01 mmol) and DIEA (62.0 mg, 0.48 mmol) in DMF (5 mL) was heated at 85¡ãC for 10h under N2. Water (10 mL) was added and the mixture was extracted with ethyl acetate (2 x 10 mL). The combined organics were dried over Na2SO4 , filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: DCM:MeOH = 15:1) to afford the titled compound (40.0 mg, 30percent) as a yellow solid. (0622) LCMS (method B): 2.66 min [MH]+=566.0. 1H NMR (400 MHz, DMSO-d6) delta 9.53 (s, 2H), 9.44-9.41 (m, 2H), 8.10 – 8.09 (m, 1 H),7.80 – 7.78 (m, 2H), 7.64 (dd, J = 8.4, 2.0 Hz, 1 H), 7.32 (br s, 1 H), 7.20 (br s, 1 H), 7.12-7.07 (m, 2H), 6.96 (d, J = 8.4 Hz, 2H), 6.65 (d, J = 8.4 Hz, 2H), 5.70 (d, J= 6.0 Hz, 1 H), 3.43 (s, 3H, covered), 2.74 (d, J = 3.9 Hz, 3H), 2.25 (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 3-Trifluoromethoxyaniline, its application will become more common.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
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