Tag: M.W=100-200

Application of 148583-65-7, These common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, 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.

Example 1 5-Ethyl-N-(4-fluoro-2-isopropoxy^henyl)pyrrolo[3,2-d]pyrimidin^ 2-isopropoxy-4-fluoroaniine (55mg, 0.33mmol), Intermediate 2 (54mg, 0.30mmol), 4M HCi in dioxane (0.1ml) and IPA (2ml) were heated in the microwave at 140C for 20 min. The mixture was concentrated and purified by preparative LCMS to give a white solid (41 mg, 44%); 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.43 (d, J=6.0 Hz, 6 H), 1.61 (t, J=7.3 Hz, 3 H), 4.45 (q, J=7.3 Hz, 2 H), 4.68 (spt, J=6.0 Hz, 1 H), 6.60 (d, J=3.2 Hz, 1 H), 6.69 (dd, J=10.0, 2.7 Hz, 1 H), 6.75 (td, J=8.7, 2.7 Hz, 1 H), 7.24 (d, J=3.2 Hz, 1 H), 7.58 (br. s, 1 H), 8.54 (s, 1 H), 8.75 (dd, J=8.9, 6.2 Hz, 1 H); LC-MS (ESI): (MH+) 315.2

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; LEWIS, Stephen; OSBORNE, Joanne; (106 pag.)WO2017/85483; (2017); 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. 701-56-4, name is 4-Methoxy-N,N-dimethylaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H13NO

General procedure: A 25 mL round bottomed flask was charged with N,N-dialkyl-aniline (0.5 mmol), 2-naphthol (0.5 mmol) and acetonitrile (3 mL), followed by 10 mg of Ce-MCM-41 and TBHP (2 equiv.) via syringe. The mixture was heated to 60 C and stirred for 3 h in open air. After completion of the reaction, as judged by TLC, the solution was cooled and the catalyst was removed by filtration. The resulting crude mixture was gently evaporated under reduced pressure and purified by column chromatography using silica gel and a mixture of hexane and ethyl acetate as the eluent.

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 701-56-4.

Reference:
Article; Akondi, Adinarayana Murthy; Trivedi, Rajiv; Sreedhar, Bojja; Kantam, Mannepalli Lakshmi; Bhargava, Suresh; Catalysis Today; vol. 198; 1; (2012); p. 35 – 44;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 366-99-4, These common heterocyclic compound, 366-99-4, name is 3-Fluoro-4-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.

To cyanuric chloride (0.180 g,1 mmol) in 1,4-dioxane (1 mL) at about- 10 to-20 C was addedN, N-diisopropylethylamine (DIEA) (0.19 mL,lmmol) in CH3CN (1 mL) and3-fluoro-p-anisidine (0.14 g, 1 mmol) inCH3CN(1 mL) and stirred for about1 hour. The reaction mixture was then stirred at room temperature for about I hour. Then a solution of cycloheptylamine (0.13mL,1 mmol) and DIEA (0.19 mL, 1 mmol) inCH3CN (0.5 mL) was added and the reaction mixture was stirred overnightat rt. Then, N-methyl-4 (methylamino) piperidine (0.15 mL,1 mmol) and DIEA (0.19 mL,1 mmol) inCH3CN (0.5 mL) were added and the reaction mixture was refluxed overnight. The reaction mixture was worked-up using saturated sodium bicarbonate, and brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography (silica gel, 90: 9: 1 dichloromethane: methanol:conc. ammonium hydroxide) to give 158 (0.130 g, 28percent) ; TLC (silica gel, 90: 9 : 1,CH2CI2, CH30H, conc.NH40H), Rf 0.26) ;1H NMR (600MHz, CDC13, 55 C)8 7.74 (br s, 1H), 6.94 (br s, 1H), 6.81-6. 84(m, 2H), 4.83 (br resonance, 1H), 4.55 (s,1H), 3.98 (s,1H), 3.82 (s,3H), 2.97 (s, 3H), 2.94 (br d,J=11. 9 Hz, 2H), 2.29 (s, 3H), 2.06-2. 10(m, 2H), 1.93-1. 97(m, 2H), 1.84-1. 90(m, 2H), 1.44-1. 66(m, 12H). Compound 159 was’isolated as a by-product (55 mg) by column chromatography (silica gel, 90: 9: 1 dichloromethane: methanol:conc. ammonium hydroxide); TLC (silica gel, 90: 9: 1,CH2C12, CH30H, conc.NH40H), Rf 0.1) ; HPLC: Inertsil ODS-3V C18, 40: 30: 30 [KH2PO4(0. 01 M, pH 3.2) :CH30H : CH3CN], 264nm, Rt 8.3 min, 93.5percent purity; MS(ESp : m/z 443 (M+H, 100).

Statistics shows that 3-Fluoro-4-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 366-99-4.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (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. 10541-78-3, name is 2-Methoxy-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Methoxy-N-methylaniline

General procedure: The N-methyl aniline intermediates were prepared according to the method in the literature. To a solution of sodium 3,4-dioxo-3,4-dihydronaphthalene-1-sulfonate (2) (130 mg, 0.5 mmol) in water (15 mL), N-methyl aniline intermediate (0.55 mmol) was added. The reaction mixture was stirred at room temperature for 3 to 20 h (TLC monitoring). For the preparation of compounds 3, the solvent was removed in vacuum, and the residue was purified by column chromatography to give the target products. For the preparation of compounds 4, the precipitate produced was filtered, and the residue was crystallized from EtOH to give compounds 4 as red solids.

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 10541-78-3.

Reference:
Article; Yang, Honghao; An, Baijiao; Li, Xingshu; Zeng, Wei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 18; (2018); p. 3057 – 3063;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 366-99-4, These common heterocyclic compound, 366-99-4, name is 3-Fluoro-4-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.

Was added in a 500 mL reaction flask3-fluoro-4-methoxyaniline(30 g, 0.21 mol) and dichloromethane(100 mL).The ice bath was cooled to below 5 ° C,Acetic anhydride was slowly added dropwise(22 mL, 0.23 mol),The temperature of the reaction solution was controlled at 30 ° C or lower,About 1 hour period.Remove the ice bath,After stirring at room temperature for 5 hours,N-Hexane (300 mL) was added to the reaction solution,A large number of solid precipitation.After stirring for 1 hour,The filter cake was washed with n-hexane,30 degrees vacuum drying,To give the title compound (whiteColor solid powder, 28 g, 72percent).

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang, Ruihao; (36 pag.)CN105949178; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, 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. Quality Control of 4-(Trifluoromethoxy)benzene-1,2-diamine

Intermediate 67: Mixture of (trans)-N-{2-amino-4-r(trifluoromethyl)oxylphenyl)-2-oxo-3-(3- pyridinyl)-1-oxa-3-azaspiror4.5ldecane-8-carboxamide and (trans)-N-{2-amino-5- [(trifluoromethvDoxyiphenvD^-oxo-S-O-pyridinvD-i-oxa-S-azaspiroK.deltaidecane-delta- carboxamide; Lithium (trans)-2-oxo-3-(3-pyridinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (Intermediate 66, 75 mg, 0.251 mmol) and EDC (77 mg, 0.401 mmol) were suspended in pyridine (2 ml) and stirred for 30 min. 4-[(trifluoromethyl)oxy]-1 ,2-benzenediamine (Intermediate 32, 72.2 mg, 0.376 mmol) was then added and the resulting dark solution was stirred overnight at r.t. Solvent was removed under vacuum, taken up with DCM (20 ml) and washed with saturated NaHCO3 solution (2X5 ml). The organic phase was concentrated under vacuum to afford a crude oil. The crude was purified by flash chromatography on Biotage SP1 (25+M column, NH cartridge) eluting in gradient with CyclohexaneEtOAc. The title compound was eluted with 100% EtOAc and recovered as colourless solid (60 mg) as mixture of regioisomers with unknown ratio. 1 H-NMR (400 MHz, CD3OD): delta 8.88 (br s, 2H), 8.34-8.32 (m, 2H), 8.13 (dq, 2H), 7.50-7.45 (m, 2H), 7.18-7.14 (m, 2H), 6.97-6.95 (m, 1 H), 6.75-6.73 (m, 1 H), 6.58-6.53 (m, 2H), 3.74 (s, 4H), 2.68-1.68 (m, 18 H); UPLC-MS: 0.60 min, mz 226 [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 658-89-9, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, 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. Safety of 3-Benzyloxyaniline

General procedure: [0158]7?c?3). Compound Ta or Tv (0.02 minol) dissolved in 0.5 ml.. of DMF was added to a solution of corresponding amines (0.04 mmol), HOB?I? (3.06 rng, 0.02 rnmol), [II3TU (7.5 mg, 0.02 inmol), and D1PEA (5.16 1±L, 0.04 mmol) in I mE of DMF. The mixture was stirred under room temperature for 4 hours. This crude product was purified by Pre-HPLC to give Ta?I to 7?a-3 and 7?c?l to 7?c?3.[0159] 2-(-ft3-(benzyloxy)phenyl)amino)-4-oxobntyfl-6-hydroxy-3-iodo-l-methyl-lH-indole-5-carboxylic acid (Ta-i, L89M52). White solid (5.4 tug,46percent): H NMR (500 MHz, DM80): iS 13.68 (s, IN), 11.27(s, 111), 9.91 (s, 111), 7.70(5, 1 H ), 7.45?7.3 1 (m, 611), 7. 18 (m, 1K), 7.10 (in, I H), 6.96 (s, 1 K), 6.69 (in, 111).5.05 (s. 211), 3.73 (a, 3K), 2.65 (nt 2H), 2.39 (in, 2H), 1.87 (in, 2H); LC-MS (ESI):607.0 (M±Na, 582.8 (M-H)?; Purity: >95percent WV, A 254 urn).

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

Reference:
Patent; INDIANA UNIVERSITY RESEARCH & TECHNOLOGY CORPORATION; ZHANG, Zhong-Yin; ZENG, Li-Fan; WO2014/176488; (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. 103-50-4, name is Benzyl ether, A new synthetic method of this compound is introduced below., Recommanded Product: 103-50-4

6-{2-[2-(2-{2-[2-(2-hydroxyethoxy) ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester (4). Substantially monodispersed benzyl ether 3 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the monodispersed compound 4 as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

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; Soltero, Richard; Radhakrishnan, Balasingam; Ekwuribe, Nnochiri N.; US2003/87808; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 22236-08-4, 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.

General procedure: A round bottom flask was charged under argon with aniline 3(1.0 equiv.), aldehyde 4 (1.0 equiv.), and tetronic acid 5 (1.0 equiv.) in2-pentanol or ethanol [0.3 M]. Reaction was refluxed (at 125 C or 80 C respectively) for 1 h, then the solvent was evaporated undervacuum and the crude product purified by recrystallization inethanol or by flash chromatography on silica gel

The synthetic route of 22236-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeedimalla, Nagalakshmi; Flint, Madison; Smith, Lyndsay; Haces, Alberto; Minond, Dmitriy; Roche, Stephane P.; European Journal of Medicinal Chemistry; vol. 106; (2015); p. 167 – 179;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

171290-52-1, name is 3,5-Dimethoxyphenylacetylene, 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. category: ethers-buliding-blocks

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 × 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Formula 2 for the general method in accordance with, 1:1 t-BuOH/H2O (3 mL) in a compound 7c (80.8 mg, 300 mumol), 1-ethynyl -3,5-dimethoxybenzene (121 mg, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. After stirring at room temperature for 5.5 hours the reaction mixture was purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) Compound 2c was obtained using as a brown solid (104mg, 80%).

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

Reference:
Patent; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem