Author: Jessica.F

Synthetic Route of 22094-18-4,Some common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, molecular formula is C5H10Br2O2, 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 solution of 2-(2,5-difluoro-4-methylphenyl)acetonitrile (16.7 g, 100 mmol) in DMSO (200 mL) was added NaH (8 g, 200 mmol, 60% oil dispersion), portion-wise, at RT. The reaction was stirred for 1 h at RT, and then 1,3-dibromo-2,2-dimethoxypropane (39.3 g, 150 mmol) was added. The mixture was heated at 60 C for 6 h. The reaction was quenched with water (100 mL) at 0 C and extracted with EtOAc (2 x 100 mL). The organic extracts werecombined and washed with brine (2 x 50 mL), dried over Na2504, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using petroleumn ether/EtOAc (4/1) as eluting solvents to afford the title compound as a yellow solid (12 g, 45% yield). ?H NMR(400 MHz, DMSO-d6)oe 7.36-7.28(m, 2H), 3.18(s, 3H), 3.05(s, 3H), 3.03 (d, J= 13.6 Hz, 2H), 2.77 (d, J= 13.6 Hz, 2H), 2.24 (d, J= 1.6 Hz, 3H). LCMS (ESI): mlz = 268.0[M+Hj.

The synthetic route of 22094-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; RENE, Olivier; FAUBER, Benjamin; VESEY, David; WINSHIP, Paul; LADDUWAHETTY, Tammy; (97 pag.)WO2017/5668; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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. Safety of 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine

As Scheme 4 demonstrates, sulfuryl chloride (15.0 mg; 0.111 mM) and Et3N (28.0 mg; 0.22 mM) were added to 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1) (19.4 mg; 0.1 mM) in CH2Cl2 (20 ml), at 0 C. After stirring the mixture for 2 h at 0 C., 1-piperonylpiperazine (27 mg; 0.12 mM) was added. The mixture was stirred for another 2 h, and then washed with H2O and a saturated NaHCO3 solution. The excess amine was removed by addition of a base scavenger (3-(2-succinic anhydride)propylfunctionalized silica gel, 0.2 g). The yield from this synthesis was 36 mg, or 77%.

The synthetic route of 145903-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marks, Andrew R.; Landry, Donald W.; Deng, Shi Xian; Cheng, Zhen Zhuang; US2005/215540; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 458-52-6, 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. 458-52-6, name is 2-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,4-dichloro-5-chloromethyl-pyrimidine (3.70 g, 18.7 mmol) (from Example 1b supra), 2-fluoro-4-methoxy-phenylamine (2.40 g, 17.0 mmol) (from Example 14a supra) and potassium carbonate (4.70 g, 34.0 mmol) in acetone (100 ML) was stirred at room temperature for 18 hours.The precipitate was filtered off and the solution was concentrated under reduced pressure.The residue was diluted with ethyl acetate and washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure.This residue was purified by flash chromatography eluding with ethyl acetate-hexanes (1:4) to give [(2,4-dichloropyrimidin-5-yl)methyl]-(4-methoxyphenyl)-amine. (Yield 3.99 g, 78percent).

The synthetic route of 2-Fluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

EXAMPLE 53 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester A stirred mixture of 10.88 g of 5-amino-4-pyrazolecarboxylic acid, ethyl ester, 11.51 g of malonaldehyde bis(dimethyl acetal) and 100 ml of glacial acetic acid was heated at reflux for 16 hours, then worked up as described in Example 50 to give 7.8 g of pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester.

According to the analysis of related databases, 102-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4847256; (1989); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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. Formula: C5H11BrO2

[0917] To a cooled (0 C.) suspension ofdry NaH (0.512 g,21.4 mmol) in anhydrous DMF (10 mL) under an Argonatmosphere, a solutionof4-bromophenol (3.11 g, 17.8mmol)in anhydrous DMF (20 mL) was added dropwise over 2-3min. The mixture was stirred at oo C. for 10 min and thenallowed to warm to rt over 30 min. To the resulting whitesuspension was added 1-bromo-2-(2-methoxyethoxy)ethane(2.66 mL, 19.6 mmol) dropwise over 2 min and the mixturewas stirred at rt for 30 min and then at 65 C. for 1.5 h. Aftercooling to rt, the mixture was concentrated under reducedpressure to an oily suspension, diluted with brine (80 mL),and the mixture was extracted with EtOAc (3×60 mL). Thecombined extracts were washed with brine (2×25 mL), driedover Na2 S0 4 , filtered, and concentrated to give compound85a as a mobile, pale amber-colored oil, used inthe following reaction without further purification. Mass spectrum (LCMS,ESI pos.): Calcd. for C 11 H 15Br03 , 275.0/277.0 (M+H).found 275.2/277.1

The synthetic route of 1-Bromo-2-(2-methoxyethoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 589-10-6, 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. 589-10-6, name is (2-Bromoethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Chlorosulfonic acid (20.00 mmol) was added dropwise to an ice-salt bath solution of the appropriate bromoalkoxyphenyl (1-3) (10.00 mmol) dissolved in dichloromethane (25 ml) at -10 C. After stirring for 2 h, the reaction mixture was allowed to warm to room temperature, and was stirred for an additional hour. The reaction mixture was then poured into 200 g of cracked ice and extracted with dichloromethane. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure to afford the corresponding 4-(bromoalkoxy)benzenesulfonyl chloride derivatives (4-6).

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

Reference:
Article; Ceras, Javier; Cirauqui, Nuria; Perez-Silanes, Silvia; Aldana, Ignacio; Monge, Antonio; Galiano, Silvia; European Journal of Medicinal Chemistry; vol. 52; (2012); p. 1 – 13;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 102503-23-1, The chemical industry reduces the impact on the environment during synthesis 102503-23-1, name is 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

General procedure: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine (5a). CuI (20 mg, 0.10 mmol) was added to a solution of phenylacetylene(510.6 mg, 5.0 mmol), HCHO (36% aq., 2 mL),N-methyl(2,4-dimethoxybenzyl)amine (1.09 g, 6.0 mmol) in DMSO (10.0mL). The resulting yellow green solution was stirred at room temperatureovernight and then diluted with H2O (10 mL), extracted with Et2O (15 mL x 3). The combined extractswas washed with H2O (2 x), brine (2 x) respectively, dried over Na2SO4, filtered, concentrated. Theresultant yellow oil was purified through flash column chromatography (silica gel, EtOAc/Hex = 1:6 to1:3) to give the product (5a, 1.14 g, 96%).

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-(2,4-Dimethoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Miao; Odelberg, Shannon J.; Tong, Zongzhong; Li, Dean Y.; Looper, Ryan E.; Tetrahedron; vol. 69; 27-28; (2013); p. 5744 – 5750;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 450-88-4,Some common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, molecular formula is C7H6BrFO, 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.

8.4 g of 1-bromo-4-fluoro-2-methoxybenzene obtained by Production example 89 was dissolved in 200 mL of dichloromethane, added under nitrogen atmosphere at 0C with 21 mL of titanium tetrachloride and 5.6 mL of dichloromethylmethylether, and stirred at room temperature for 4 hours and 30 minutes. The reaction solution was slowly poured into ice water, and extracted twice with diethyl ether. The organic layer was washed successively with water, saturated aqueous sodium hydrogen carbonate and water, and then dried over magnesium sulfate. The solvent was evaporated, to afford 9.44 g of the title compound as white crystals.1H-NMR ( 400 MHz, CDCl3 ) delta 3.97 ( 3H, s ), 6.67 ( 1H, d, J = 12.0 Hz ),8.05 ( 1H, d, J = 7.6 Hz ), 10.15 ( 1H, s )

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-4-fluoro-2-methoxybenzene, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (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. 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, A new synthetic method of this compound is introduced below., Quality Control of 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine

A solution of cyanoacetic acid (621 mg, 7.3 mmol) in anhydrous DCM (15 mL) was cooled to 0C. Separately, a solution of hydroxybenzothiazole (HOBt) (1.48 g, 10.97 mmol) and 2-(2-(2-methoxyethoxy)ethoxy)ethanamine (A2, 1.79 g, 10.97 mmol) was prepared in DCM (10 mL); this solution was then added dropwise to the cooled solution of cyanoacetic acid. The resulting solution was allowed to stir for 10 minutes at 0C, upon which l-ethyl-3-(3- dimethylaminopropyl)carbodiimide (EDC) (2.1 g, 10.97 mmol) was added in one portion and the reaction stirred under argon at 0C for 12 hours. The reaction was then concentrated and purified by silica gel chromatography (0-2% MeOH/DCM) to obtain 2-cyano-N-(2-(2-(2- methoxyethoxy)ethoxy)ethyl)acetamide A3 as a yellow oil in 83% yield.

The synthetic route of 74654-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMYDIS DIAGNOSTICS; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; YANG, Jerry; THEODORAKIS, Emmanuel, A.; SARRAF, Stella; WO2015/143185; (2015); 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. 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, A new synthetic method of this compound is introduced below., SDS of cas: 89282-70-2

Hydrochloric acid generated from concentrated sulfuric acid and sodium chloride (or from dripping of concentrated hydrochloric acid over concentrated sulfuric acid), was bubbled through a solution of MIBA (298.73 g, 97.0% (GC), 2.81 mmol) in hexanes (7160 mL) until most of the forming MIBAHCl solubilizes. The solvent was carefully removed by rotary evaporation under reduced pressure. The obtained product, a white solid, was dried under high vacuum and triturated in hot hexanes (2860 mL). MIBAHCl was filtered off under a blanket of argon and yielded as a white solid (386.88 g, 99.0% (GC), 98% yield). The title compound is highly hygroscopic and should be stored in a dessicator. m.p.: 121-123 C.; TLC Rf 0.5 (90:9.75:0.25 CH2Cl2/CH3OH/NH4OH, sample diluted in a mixture of 1 mL:1 drop CH3OH/28% NH4OH, detection with ninhydrine spray); FTIR(KBr): 3426, 2978, 2692, 2596, 2008, 1618, 1499, 1476, 1396, 1374, 1329, 1264, 1206, 1177, 1096, 1057, 1013, 949, 871, 841, 720 cm-1; 1H (600 MHz, CDCl3): delta 1.20 (s, 6H, 2 CH3), 2.91 (q, 2H, J=5.9 Hz, CH2), 3.14 (s, 3H, OCH3), 8.21 (br s, 3H, NH3+); 13C-NMR (151 MHz, CDCl3): delta 22.5 (2 CH3), 47.9 (CH2), 49.5 (OCH3), 72.0 (C).

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; DRAXIS Specialty Pharmaceuticals Inc.; US2008/102028; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem