Tag: M.W=100-200

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 36865-41-5 as follows. SDS of cas: 36865-41-5

6-(tert- Butylsulfonyl)-4-chloroquinolin-7-ol (60 mg, 0.196 mmol), K2C03 (55 mg, 0.392 mmol) and l-bromo-3-methoxypropane (0.088 ml, 0.785 mmol) in DMF (1 ml) were heated to 70 C. The reaction mixture was partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc twice and the combined EtOAc layers were dried over Na2S04, filtered, and concentrated. The residue was purified via Biotage (SNAP Cartridge KP Sil lOg, 30-75% EtOAc/Hexane) to yield 6-(tert-butylsulfonyl)-4-chloro-7-(3- methoxypropoxy)quinoline (0.071 g, 0.185 mmol, 94 % yield). 1H NMR (400 MHz, DMSO-de) delta ppm 1.33 (s, 9 H) 1.99 – 2.08 (m, 2 H) 3.27 (s, 3 H) 3.58 (t, J=6.19 Hz, 2 H) 4.32 (t, J=6.19 Hz, 2 H) 7.73 (s, 1 H) 7.76 (d, J=4.80 Hz, 1 H) 8.65 (s, 1 H) 8.94 (d, J=4.55 Hz, 1 H), MS: m/z: 372.1 [M+H]+.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; CASILLAS, Linda, N.; DEMARTINO, Michael, P.; HAILE, Pamela, A.; MEHLMANN, John, F.; RAMANJULU, Joshi, M.; SINGHAUS, Robert, Jr.; WO2014/43437; (2014); 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. 80936-82-9, name is 4-(Methoxymethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 80936-82-9

The reaction of 2,4-dichloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazine and 4-methoxymethylphenylamine using the method described in Example 37 provided the title compound (45 mg, 13% yield). 1H NMR (DMSO-d6) 9.60 (br s, 1H), 7.77 (m, 1H), 7.44 (s, 2H), 7.40-7.43 (m, 2H), 7.32 (m, 1 H), 7.21-7.23 (m, 4H), 4.34 (s, 2H), 3.26 (s, 3H), 2.52 (s, 3H).

According to the analysis of related databases, 80936-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cell Therapeutics, Inc.; US2003/153570; (2003); A1;,
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Reference of 349-65-5, 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. 349-65-5, name is 2-Methoxy-5-(trifluoromethyl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

B2a. General Method for Reaction of an Aryl Amine with Phosgene Followed by Addition of a Second Aryl Amine; [] N-(2-Methoxy-5-(trifluoromethyl)phenyl)-N’-(3-(4-pyridinylthio)phenyl)urea: To a solution of pyridine (0.61 mL, 7.5 mmol, 3.0 equiv) and phosgene (20% in toluene; 2.65 mL, 5.0 mmol, 2.0 equiv) in CH2Cl2 (20 mL) was added 2-methoxy-5-(trifluoromethyl)aniline (0.48 g, 2.5 mmol) at 0 C. The resulting mixture was allowed warm to room temp. stirred for 3 h, then treated with anh. toluene (100 mL) and concentrated under reduced pressure. The residue was suspended in a mixture of CH2Cl2 (10 mL) and anh. pyridine (10 mL) and treated with 3-(4-pyridinylthio)aniline (0.61 g, 2.5 mmol, 1.0 equiv). The mixture was stirred overnight at room temp., then poured into water (50 mL) and extracted with CH2Cl2 (3 x 25 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The residue was dissolved in a minimal amount of CH2Cl2 and treated with pet. ether to give the desired product as a white precipitate (0.74 g, 70%): mp 202 C; TLC (5% acetone/95% CH2Cl2) Rf 0.09; 1H-NMR (DMSO-d6) delta 7.06 (d, J=5.5 Hz, 2H), 7.18 (dd, J=2.4, 4.6 Hz, 2H), 7.31 (dd, J= 2.2, 9.2 Hz, 1H), 7.44 (d, J=5.7 Hz, 1H), 7.45 (s, 1H), 7.79 (d, J=2.2 Hz, 1H), 8.37 (s, 2H), 8.50 (dd, J=2.2, 9.2 Hz, 2H), 9.63 (s, 1H), 9.84 (s, 1H); FAB-MS m/z 420 ((M+H)+, 70%).

The synthetic route of 2-Methoxy-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharmaceuticals Corp.; EP1042305; (2005); B1;,
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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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Quality Control of 4-(Difluoromethoxy)aniline

Step A: 6-(Difluoromethoxy)benzo[d]thiazol-2-amine To 4-(difluoromethoxy)aniline (9.55 g, 60 mmol) in acetic acid (90 mL) was added potassium thiocyanate (KSCN) (12.41 mL, 240 mmol). The mixture was stirred for 20 minutes (KSCN dissolved into solution). To this mixture bromine (3.08 mL, 60.0 mmol) in acetic acid (40 mL) was added dropwise over 20 minutes. The reaction was stirred at room temperature overnight. It was poured into a mixture of 800 ml ice water and 200 ml saturated ammonium hydroxide. The product was extracted with ethyl acetate (5¡Á). The organics were combined, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford 6-(difluoromethoxy)benzo[d]thiazol-2-amine (12.6 g, 52.4 mmol, 87% yield) as a yellow solid.

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; Bristol-Myers Squibb Company; US2009/270405; (2009); A1;,
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Reference of 93919-56-3,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.

General procedure: CDI (112 mg, 0.69 mmol) was added under nitrogen to a solution of 6 (200 mg, 0.62 mmol) in dry methylene chloride (15 mL). The solution was stirred at room temperature for 1 h, then (4-fluorophenyl)methanamine (116 mg, 0.93 mmol) was added, and stirred at room temperature under nitrogen or 24 h. After the complete conversion of the starting material, the reaction was quenched with 1 M HCl. The aqueous phase was extracted with methylene chloride (3 * 50 mL). The combined organic phases were washed with brine until neutral pH, dried on Na2SO4, filtered, and the solvent was eliminated under reduced pressure to give 7a (240 mg, 90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-(Trifluoromethoxy)phenyl)methanamine, its application will become more common.

Reference:
Article; Tian, Yuanxin; Zhang, Tingting; Long, Lifan; Li, Zhonghuang; Wan, Shanhe; Wang, Guangfa; Yu, Yonghuan; Hou, Ju; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 182 – 199;,
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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. 366-99-4, name is 3-Fluoro-4-methoxyaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8FNO

To cyanuric chloride (28.84 g, 156.0 mmol) dissolved in acetone (200 mL) stirring at approximately 0-5¡ã C., was added a solution of 3-fluoro-p-anisidine (22.16 g, 156.0 mmol) in acetone (200 mL) followed by the addition of NaOH (63 mL, 2.5 N, 156.0 mmol). The reaction mixture was allowed to stir at approximately 0-5¡ã C. for about 2 hours. The reaction mixture was then poured over crushed ice and neutralized with 10percent HCl (aq) and 5percent NaOH (aq). The resulting solid was collected by vacuum filtration, washed with water and dried overnight under vacuum. Column chromatography (silica gel, 70:30 hexane:ethyl acetate) yielded light yellow solid compound 124 (29.6 g, 66percent); mp 134¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 20.3 min, 97.7percent purity.

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

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
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651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, 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. SDS of cas: 651734-54-2

[0182] To a stirred solution of 2,6-difluoro-3,5-dimethoxyaniline (9.03 g, 47.7 mmol), sodium triacetoxyborohydride (38.0 g, 180 mmol) in methylene chloride (60 mL)/ trifluoroacetic acid (30 mL), 4,6-dichloronicotinaldehyde (8.00 g, 45.5 mmol) was added in small portions at room temperature. After 1 hour, the volatiles were removed in vacuo and saturated aqueous. NaHCO3 (200 mL) was added. The resulted mixture was extracted with DCM (3 xl 50 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The residue was purified on silica gel (eluting with 0 to 0-40% EtOAc in hexanes) to afford the desired product (15.0 g). LC-MS calculated for C14H13C12F2N202 [M+Hj m/z: 349.0; found 349.1.

The synthetic route of 651734-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
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Synthetic Route of 41406-00-2, A common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, molecular formula is C9H13NO, 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: 3-Chloro-4-fluoroaniline (172 mg, 1.18 mmol) was added to a solution of compound 13 (373 mg, 1.07 mmol) in isopropanol (10 ml) and stirred at reflux for 8 h. The mixture was cooled to room temperature and filtered, then the solid was washed with chill isopropanol (5 ml), treated with aqueous NaHCO3 (10 ml) and extracted with EtOAc/MeOH (20:1, 30 ml). The organic layer was washed with brine, dried over MgSO4, and concentrated. Chromatography of the residue on silica gel with DCM-MeOH (50/1, v/v) gave 416 mg (yield, 85%) of the title compound as white solid: 4.2.19 8-(3-Isopropoxyphenylamino)-1-(3-morpholinopropyl)oxazolo[4,5-g]quinazolin-2(1H)-one (5s) White solid, 416 mg, yield, 84%; Mp: 259-262 C; HRMS, ESI+, m/z: Calcd for C25H30F2N5O4 (M + H)+, 464.2292; found, 464.2285; 1H NMR (500 MHz, DMSO-d6) delta: 9.53 (1H, bs), 8.54 (1H, s), 8.24 (1H, s), 7.65 (1H, s), 7.50 (1H, s), 7.36 (1H, d, J = 8.6 Hz), 7.29 (1H, t, J = 8.1 Hz), 6.71 (1H, d, J = 8.6 Hz), 4.62 (1H, m), 3.99 (2H, t, J = 6.4 Hz), 3.41 (4H, m), 2.38 (2H, t, J = 6.5 Hz), 2.23 (4H, m), 2.00 (2H, p, J = 6.5 Hz), 1.31(6H, s); 13C NMR (125 MHz, DMSO-d6) delta:157.55, 157.07, 153.60, 152.99, 147.09, 146.34, 140.28, 131.12, 129.12, 114.34, 111.71, 110.01, 106.44, 100.33, 69.20, 65.92, 55.45, 53.25, 40.00, 22.86, 21.83.

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; Lin, Jinsheng; Shen, Wei; Xue, Jingwei; Sun, Juan; Zhang, Xue; Zhang, Can; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 39 – 48,10;,
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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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., COA of Formula: C10H14O3

General procedure: To a stirred mixture of 5a-c (0.01mol) and paraformaldehyde (0.45 g, 0.015 mol) was added 3ml of conc. hydrochloric acid (37%) at room temperature. Then, the mixture was stirred at 40 C for 1 h, Water (10 ml) was then added and the mixture was extracted with petroleum ether (4 ¡Á 10 ml), and the combined organic extracts were washed with brine. The solution was dried over Na2SO4 and concentrated in vacuo to afford desired compounds which were used in the next step without further purification. Compound 6a,7 yellow oil, 90% yield. 1H NMR (500 MHz,CDCl3): delta 4.69 (s,2H), 3.89 (s,3H),3.86 (s,3H), 3.84 (s,3H), 2.26(s,3H).

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; Wang, Jin; Li, Shuo; Hu, Xiao; Yang, Jian; Organic Preparations and Procedures International; vol. 46; 5; (2014); p. 469 – 474;,
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Related Products of 123652-95-9, 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. 123652-95-9, name is (3-Fluoro-4-methoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00326] To a solution of compound 15 (2.3 g, 13.5 mmol) in SOd2 ( 20 mL) was refluxed for 4h, The mixture was concentrated and then re-dissolved in DCM (5 mL) and transfeffed to a solution of the amine 2 ( 2.7 g 17.6 mmol) and TEA (4.0 g, 40.5 mmol). The mixture was stirred at rt for 3 h. The resulting mixture was purified by FCC (PE/EA=3:1) to afford the product 16 (3.lg, 75.3%). ?H NMR (400 MHz, CDC13): 8.19 (d, J =4.8 Hz, 1H), 7.11-7.06 (m, 3H), 6.92(t, J = 8.8 Hz, 1H), 6.32-6.28 (m, 1H), 4.55 (d, J = 6.0 Hz, 2H), 3.87 (s, 3H), 2.34 (s, 3H); mlz (ESI+) (M+H)+ = 309.00.

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-Fluoro-4-methoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; YANG, Wenjin; CHEN, Che-Hong; MOCHLY-ROSEN, Daria; WO2014/160185; (2014); A2;,
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