Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 80936-82-9, name is 4-(Methoxymethyl)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 80936-82-9, Recommanded Product: 4-(Methoxymethyl)aniline

Example 2 4-amino-7-(tert-butyl)-N-(4-(methoxymethyl)phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide 2.43 g of HATU was added to a solution of 1.00 g of 4-amino-7-(tert-butyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid obtained in step 5 of Reference Example 5, 878 mg of 4-(methoxymethyl)aniline, and 2.23 mL of N,N-diisopropylethylamine in 20 mL of DMF at room temperature. The mixture was stirred at room temperature overnight, and an aqueous sodium hydroxide solution was added thereto, followed by extraction with chloroform. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel chromatography. After concentration, the obtained precipitate was suspended and washed with methanol, followed by filtration and drying under reduced pressure, thereby obtaining 1.12 g of the title compound.

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, 4-(Methoxymethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; MIYAZAKI, Isao; SHIMAMURA, Tadashi; KATO, Masanori; FUJITA, Hidenori; IGUCHI, Satoru; (161 pag.)US2018/9818; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 70894-71-2, A common heterocyclic compound, 70894-71-2, name is N-(4-Methoxybenzyl)cyclopropanamine, molecular formula is C11H15NO, 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.

6-Chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile To a stirred solution of 6,8-dichloroimidazo[1,2-b]pyridazine-3-carbonitrile and 8-bromo-6-chloroimidazo[1,2-b]pyridazine-3-carbonitrile (15 g, 71.09 mmol) in THF (20 mL) was added DIPEA (14 mL, 78.19 mmol) at room temperature under argon atmosphere, prior to the addition of N-(4-methoxybenzyl)cyclopropanamine (13.99 g, 78.19 mmol) at room temperature. The reaction mixture was stirred for 4 h at 65 C. The reaction mixture was quenched with water and extracted with ethyl acetate (2*200 mL). The combined extracts were washed with brine, dried over Na2SO4, concentrated to give the crude product, which was purified on a silica gel column (eluting with 20% ethyl acetate: pet ether) to get the title compound 6-chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile (18 g, 71.1%) as a pale yellow solid. ES+, m/z 354.4 [M+1].

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; Polaris Pharmaceuticals; WEBBER, Stephen E.; TAO, Xueliang; BRIN, Elena; (85 pag.)US2017/369489; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 450-91-9, These common heterocyclic compound, 450-91-9, name is 4-Fluoro-2-methoxyaniline, 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.

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (15.0 g), 4-fluoro-2-methoxyaniline (9.5 g), 4M hydrochloric acid in dioxane (4.5 ml) and dioxane (100.0 ml) were stirred at 100 C. overnight. Then the mixture was filtrated and the solid was dried in vacuo. Yield: 24.0 g ESI mass spectrum: m/z=348 (M+H)+

The synthetic route of 450-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/212103; (2011); 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. 1663-61-2, name is (Triethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of (Triethoxymethyl)benzene

2-Azido-3-hydroxypropyl benzoate (27): Neat 23 (1.48 g, 12.65 mmol) was dissolved in CH2Cl2 (127 mL) and treated with a catalytic amount of p-toluene sulfonic acid monohydrate (0.048 g, 20 mumol) and (trimethoxymethyl)benzene (3.26 mL, 18.98 mmol) in CH2Cl2 at room temperature for 1 hr. After the formation of the orthoester was complete, a stoichiometric amount of water (340 muL, 18.98 mmol) was added to the mixture. The mixture was then stirred for 40 min and concentrated in vacuo. Purification of the residue by silica gel flash chromatography using 25percent EtOAc/hexanes gave 2.6 g of monoacylated product 27 (93percent yield) as a clear, colorless oil. 1H NMR (CDCl3, 400 MHz) delta: 8.03-8.06 (m, 2H), 7.58 (tt, J=1.6, 2.0, 1.6 1H), 7.43-7.47 (m, 2H), 4.54 (dd, J=4.4, 12.0 Hz, 1H), 4.46 (dd, J=6.8, 12.0 Hz, 1 H), 3.85-3.91 (m, 1H), 3.80 (dd, J=4.8, 11.6 Hz, 1H), 3.73 (dd, J=6.0, 11.6 Hz, 1H).

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; SIEMENS MEDICAL SOLUTIONS USA, INC.; US2009/10846; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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 stirred solution of 3-bromothiophenol (10.0 g, 52.88 mmol) in DMF (180 mL) was added NaH (3.0 g, 63.45 mmol) portionwise at 0C. After the addition, the reaction mixture was stirred at room temperature for 30 mi Bromoacetaldehyde dimethylacetal (6.85 mL, 58.17 mmol) was added dropwise and the resulting mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with EtOAc (250 mL) and washed with cold water and brine solution. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford the crude material which was purified by column chromatography using silica gel (100-200 mesh) and 2% EtOAc-hexane as eluent to afford 1-bromo-3-(2,2-dimethoxy- ethylsulphanyl)-benzene (11.0 g, 36.038 mmol, 68%) as colorless liquid. GCMS: 277 (mlz).

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

Reference:
Patent; CURADEV PHARMA PRIVATE LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Dharmendra B.; YADAV, Veejendra K.; KAPOOR, Kamal Kishore; VENKATESAN, Aranapakam; SMITH, Roger A.; THOMPSON, Scott K.; WO2014/186035; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 41365-75-7,Some common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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 reaction vessel containing a stirrer, a thermometer and a dropping funnel was charged with 1.36 mol of a 25% sodium sulfite solution, 1.7 mol of a mixture of beta-aminopropanal (2), a mass fraction of 55% Of 2-nitrophenol solution (3) 2.3mol, strontium chloride 0 · 56mol, acetonitrile 300ml, control the stirring speed at 180rpm, raise the temperature of the solution to 135 C, the reaction 9h, static stratification, remove the oil layer , Washed with sodium bromide solution, the mass fraction of 65% isopropyl alcohol, the mass fraction of 75% triethylamine washing, 1.9kPa vacuum distillation, collecting 90-95 C fractions, in the mass fraction of 90% toluene Recrystallization gave 103.43 g of crystalline diethanol acrolein in 83% yield.

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu qianyu Longhua Petroleum Engineering Consulting Co. Ltd.; Guan, genan; (5 pag.)CN105503547; (2016); A;,
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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, A new synthetic method of this compound is introduced below., COA of Formula: C18H21NO4

General procedure: The corresponding N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl-oxycarbonyl) amino acids 20a-h (0.47 mmol) were dissolved in 50 mL of anhydrous CH2Cl2 and cooled to 0 C. 1-Hydroxybenzotriazole (HOBt) (0.7 mmol) and EDCI (0.56 mmol) were added, and the mixture was stirred for 30 min at 0 C. Subsequently, 0.39 mmol of compound 3 and finally 2.4 mL of N-ethyl diisopropylamine were added. The mixture was stirred for 16 h at ambient temperature. The solvent was removed under reduced pressure and the residue was purified by flask-column chromatography (gradient elution with mixtures of chloroform/methanol) on silica gel as monitored by TLC. Synthesized target compounds 21a-h were characterized by mp, IR, ESR and HRMS analyses.

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:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 41365-75-7,Some common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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: To a solution of 2.05 g (14 mmol) of 3,3-diethoxypropan-1-amine 3 and 2.83 g (28 mmol) of triethylamine in 15 ml of benzene 14 mmol of N,N-di(alkyl, aryl)carbamoyl chloride was added dropwise at cooling (5-7 C). The reaction mixture was stirred under cooling for 2 hours. The precipitate was filtered off, the filtrate was evaporated in vacuum to give the target compound 4 as a yellow oil, which was used in subsequent reactions without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Amino-3,3-diethoxypropane, its application will become more common.

Reference:
Article; Smolobochkin, Andrey V.; Gazizov, Almir S.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 48; 19; (2018); p. 2545 – 2552;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1484-26-0, name is 3-Benzyloxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1484-26-0

3-Benzyloxyaniline (80 mg, 0.40 mmol) was dissolved in DCM and cooled to 0 °C. Bromoacetyl bromide (2 equiv, 70 lL) and Et3N (5 equiv, 280 lL) were added slowly and the mixture was stirred at 0 °C for 6 h. 2,5-Dimethoxybenzylamine (2.5 equiv, 151 lL)was added at 0 °C and the mixture was allowed to warm over 16 h of stirring. Boc2O (6 equiv, 524 mg) was added along with 2 addition equiv of Et3N and DMAP (0.2 equiv, 10 mg) and the mixture was stirred for 1 h at rt. The reaction mixture was diluted with satd NaHCO3 and extracted with DCM. The crude product was purified by pTLC with 30percent EtOAc in hexane to afford N-Boc-33 as a colorlessoil (49 mg, 24percent).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bremer, Paul T.; Hixon, Mark S.; Janda, Kim D.; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 3971 – 3981;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 929-75-9,Some common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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 mixture of 3,4-dihydroxycinnamic acid (497mg, 2.76mmol), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDCI) (794mg, 4.14mmol), 1-hydroxybenzotriazole (HOBt) (559mg, 4.14mmol), Et3N (0.58mL, 4.14mmol) in anhydrous DMF (10mL) was stirred under an atmosphere of argon for 10minat 26C. Propane-1,3-diamine (102mg, 1.38mmol) was added, and the mixture was stirred for 18hat 26C. The mixture was concentrated under reduced pressure to give a crude coupling product of the title compound (2). To facilitate isolation, the coupling product was treated with Ac2O (10mL) in pyridine (10mL) at 26C for 12h. The mixture was concentrated, and extracted with EtOAc and water for three times. The organic layers were combined and washed with water (10mL) and brine (10mL). The organic phase was dried over MgSO4, filtered, concentrated, and purified by silica gel chromatography (EtOAc elution) to afford the acetylation compound. To a solution of the acetylation compound in MeOH (10mL) was added K2CO3 (13mg, 0.13mmol). The mixture was stirred for 0.5hat 26C, and then acidified to pH 5 by addition of Dowex 50WX8-200 cationic exchange resin. The resin was then removed by filtration. The filtrate was concentrated, and purified by silica gel chromatography (EtOAc, then MeOH/CH2Cl2 1:4) to give pure compound 2 (146mg, 27% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,11-Diamino-3,6,9-trioxaundecane, its application will become more common.

Reference:
Article; Tu, Ling-Hsien; Tseng, Ning-Hsuan; Tsai, Ya-Ru; Lin, Tien-Wei; Lo, Yi-Wei; Charng, Jien-Lin; Hsu, Hua-Ting; Chen, Yu-Sheng; Chen, Rong-Jie; Wu, Ying-Ta; Chan, Yi-Tsu; Chen, Chang-Shi; Fang, Jim-Min; Chen, Yun-Ru; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 393 – 404;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem