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. 5961-59-1, name is 4-Methoxy-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Methoxy-N-methylaniline

4-Acetyl-N-(4-methoxy-phenyI)-N-methyl-benzamide 152. To a stirred solution of 4-acetylbenzoic acid (0.164 g, 1 mmol) and N-methyl-j?-anisidine (0.165 g, 1.2 mmol) in dry DCM (5 mL) and NEt3 (0.17 mL) was added DMAP (catalytic) and the solution was cooled on ice. To this was then added EDCI (0.383 g, 2 mmol) and the reaction was allowed to warm to rt with stirring over 22 h. To this was added sat. aq. bicarb, and DCM and the organic layer was separated and concentrated under reduced pressure. Purification by flash chromatography using an elution gradient of hexane to 30percent EtOAc in hexane gave the title compound, 0.186 g5 66 percent: 1H NMR delta (400 MHz, CDCl3) 2.47 (3H5 s), 3.40 (3H, s), 3.66 (3H5 s), 6.67 (2H5 d, J= 8.6 Hz), 6.89 (2H, d, J= 8.2 Hz)5 7.31 (2H, d5 J= 7.8 Hz)5 7.69 (2H5 d5 J= 7.8 Hz); 13C NMR delta (100 MHz, CDCl3) 26.5, 38.2, 55.2, 114.3, 127.5, 127.9, 128.5, 136.9, 137.0, 140.4, 158.0, 169.5, 197.4; LC/MS (APCI) m/z 304.47 (M-H)-; HPLC tT = 3.61 min (>99percent) 90percent MeCN m H2O.

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 5961-59-1.

Reference:
Patent; STERIX LIMITED; WO2007/96647; (2007); A2;,
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Application of 437-83-2, 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 437-83-2 as follows.

Compound 123: 4-(9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9- tetrahydro-5H-pyrimido[4,5-b][l,4]diazepin-2-ylamino)-2-fluoro-3-methoxybenzoic acid; [0590] 4-Bromo-3-fluoro-2-methoxyaniline: To 3-fluoro-2-methoxyaniline (2.8 g, 20 mmol) in 10 mL of acetic acid was added bromine (0.82 mL, 16 mmol) in acetic acid (10 rnL) dropwise. The reaction mixture was stirred at rt. for 30 min. Solid was filtered and washed with acetic acid to give the HBr salt. It was then dissolved in water, basified by addition of KOH, extracted with ethyl acetate. The organic layer was dried and concentrated to give a white solid (2.8 g, 80 %). 1U NMR (400 MHz, CHLOROFORM-J) delta ppm 3.93 (s, 3 H) 6.42 (dd, J=S.6, 1.8 Hz, 1 H) 7.01 (dd, J=8.6, 7.1 Hz, 1 H). [M+H] calc’d for C7H7BrFNO, 222; found 222.

According to the analysis of related databases, 437-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/42711; (2009); A1;,
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Related Products of 30568-44-6, 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. 30568-44-6, name is 2-(4-Methoxyphenyl)propan-2-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: (3S,4S)-4-{[4-(1H-Benzimidazol-2-yl)piperazin-1-yl]carbonyl}-3-(thiophen-3-yl)cyclohexanone (30 mg, 0.07 mmol) was dissolved in a mixture of MeOH (367 muL) and DCE (367 muL), and 2-(4-methoxyphenyl)propan-2-amine (59.2 mg, 0.29 mmol) was added followed by MP-cyanoborohydride (159 mg, 0.367 mmol) and acetic acid (13.0 muL, 0.22 mmol) at rt. The reaction mixture was shaken overnight at 55 C, cooled to rt, filtered and concentrated under vacuum. LC-MS indicated a 3:2 ratio of diastereomeric reductive amination products.

The synthetic route of 2-(4-Methoxyphenyl)propan-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Anthony Romero; Hastings, Nicholas B.; Moningka, Remond; Guo, Zhiqiang; Wang, Ming; Di Salvo, Jerry; Lei, Ying; Trusca, Dorina; Deng, Qiaolin; Tong, Vincent; Terebetski, Jenna L.; Ball, Richard G.; Ujjainwalla, Feroze; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 1014 – 1018;,
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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 54149-17-6 as follows. Application In Synthesis of 1-Bromo-2-(2-methoxyethoxy)ethane

Syntheses of Monofunctional Azides:1-Azido-2-(2-methoxyethoxy)ethane, 19. A solution of 1-bromo-2-(2-methoxyethoxy) ethane (12.4 g, 67.8 mmol) and sodium azide (13.2 g, 203 mmol) in water (150 ml) was stirred under reflux for 16 hours. The aqueous phase was extracted with dichloromethane (2¡Á200 ml), dried with MgSO4 and evaporated to dryness, to give 19 as a colorless oil in 87.3% yield. 1H NMR (500 MHz, CDCl3): delta=3.29 (s, CH3O, 3H), 3.30 (t, J=5.2 Hz, CH2N3, 2H), 3.44-3.48 (m, CH3OCH2, 2H), 3.53-3.60 (m, CH2OCH2, 4H). 13C NMR (125 MHz, CDCl3): delta=50.89 (s, CH2N3, 1C), 59.27 (s, CH3O, 1C), 70.29 (s, CH3OCH2CH2, 1C), 70.84 (s, CH3OCH2CH2, 1C), 72.21 (s, CH2CH2N3, 1C).

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Scripps Research Institute; US2009/69561; (2009); A1;,
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22236-10-8, name is 4-(Difluoromethoxy)aniline, 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. Quality Control of 4-(Difluoromethoxy)aniline

(S)-5-(3-Trifluoromethyl-phenyl)-furan-2-carboxylic acid [2-cyclohexyl-1-(2-hydroxy-ethylcarbamoyl)-ethyl]-amide 4 (170 mg, 0.38 mmol) was dissolved in CH2Cl2 (5 mL, 0.07M) under a N2 atmosphere. Dess-Martin Periodinane (210 mg, 0.49 mmol, 1.3 eq.) was added in one portion and allowed the reaction to stir at room temperature for 3 hours. After the reaction was judged to be complete by TLC, the reaction was diluted with EtOAc (50 mL) and extracted with 1M sodium thiosulfate (30 mL). The organic layer was extracted with saturated NaHCO3 and saturated NaCl. The organic layer was dried over MgSO4 and filtered. The organic solvent was removed in vacuo and the resulting aldehyde (158 mg, 0.35 mmol, 93%) was used directly without storage: R=0.67 (1:1 hexanes:EtOAc). The aldehyde (43 mg, 0.10 mmol) was dissolved in MeOH (2.5 mL, 0.04M) and brought to 0 C. in an ice bath. 4-Difluoromethoxyaniline (50 muL, 0.31 mol, 3.3 eq.) and acetic acid (20 mL, 0.34 mmol, 3.6 eq.) were added via syringe followed by sodium cyanoborohydride (20 mg, 0.32 mmol) in one portion. The clear reaction mixture was allowed to slowly warm to room temperature and monitored to completion by LC/MS. The reaction was worked up by rotary evaporation of MeOH, dilution with EtOAc (20 mL) and water (20 mL). The organic phase was separated and washed with 1M NaOH (15 mL) and saturated NaCl (15 mL). The organic layer was dried over MgSO4, filtered, and concentrated by rotary evaporation. Purification by mass-directed HPLC, evaporation and lyophilization provided (S)-5-(3-Trifluoromethyl-phenyl)-furan-2-carboxylic acid {2-cyclohexyl-1-[2-(4-difluoromethoxy-phenylamino)-ethylcarbamoyl]-ethyl}-amide 5 as a white amorphous solid (15 mg, 0.02 mmol, 22%): 1H NMR (CD3OD, 400 MHz) delta 0.95-1.06 (m, 2H), 1.19-1.29 (m, 3H), 1.40-1.44 (m, 1H), 1.66-1.86 (m, 7H), 3.26-3.29 (m, 2H), 3.43-3.46 (m, 2H), 4.64 (dd, 1H, J=9.2, 6.0 Hz), 6.59 (t, 1H, J=74.8 Hz), 6.76 (d, 2H, J=8.8 Hz), 6.95 (d, 2H, J=8.8 Hz), 7.11 (s, 1H), 7.29 (d, 1H, J=3.6 Hz), 7.66 (s, 2H), 8.13 (s, 1H), 8.25 (s, 1H); HPLC-MS calcd. for C30H32F5N3O4 (M+H+) 594.2, found 594.5.

The synthetic route of 22236-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; US2004/198780; (2004); A1;,
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Application of 82830-49-7,Some common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, molecular formula is C8H9FO2, 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.

2-fluoro-3,6-dimethoxybenzaldehydeInto a 500-mL 3-necked round-bottom flask, was placed a solution of 2-fluoro-1,4-dimethoxybenzene (9.4 g, 60.20 mmol, 1.00 equiv) in THF (200 mL). The solution was stirred at -78 C. with stirring, to which was added a solution of n-BuLi/hexane (26.5 mL, 66.3 mmol, 1.10 equiv) dropwise with stirring at -78 C. The resulted solution was stirred for 1 h at -78 C. Then to it was added a solution of N,N-dimethylformamide (8.80 g, 120.40 mmol, 2.00 equiv) in tetrahydrofuran (20 mL) dropwise with stirring at -78 C. After the addition, the reaction solution was allowed to warm up to room temperature and stirred for 2 h. The reaction was quenched by the addition of 100 mL of water. The reaction mixture was extracted with 400 mL of ethyl acetate. The organic layers were combined, washed with 100 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 12.0 g (crude) of 2-fluoro-3,6-dimethoxybenzaldehyde as a yellow solid. LC-MS (ESI) m/z: found for C9H9FO3: 185 [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 2-Fluoro-1,4-dimethoxybenzene, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(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 22236-10-8, category: ethers-buliding-blocks

General procedure: To a solution of ethyl 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzoate (7) (1 mmol) in ethanol, aryl amines 8 (1 mmol) were added and the resulting mixture was refluxed for 5 – 6 h. The reaction was monitored by TLC. After the completion of the reaction, ethanol was distilled under reduced pressure, and the residue was treated with 10% NaHCO3 solution (20 mL). The aqueous phase was extracted with ethyl acetate (2 x 20 mL) and dried over anhydrous sodium sulphate, which was concentrated to give crude products which were purified by column chromatography over silica gel using chloroform-ethyl acetate (9:1; v:v) as eluent to give pure ethyl 4-(4-(arylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzoate 9.

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

Reference:
Article; Roopashree, Rangaswamy; Swaroop, Toreshettahally Ramesh; Jagadish, Swamy; Mohan, Chakrabhavi Dhananjaya; Rangappa, Kanchugarakoppal Subbegowda; Letters in drug design and discovery; vol. 11; 10; (2014); p. 1143 – 1148;,
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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. 24332-20-5, name is 1,1,2-Trimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H12O3

To a mixture of 2-amino-4-chlorobenzaldehyde (800 mg, 5.13 mmol), 1,1,2-trimethoxyethane (0.78 mL, 6.15 mmol), and p-toluenesulfonic acid monohydrate (194 mg, 1.03 mmol) in toluene (20 mL) was stirred at reflux using a Dean-Stark trap for 3 hr under N2. The mixture was concentrated under reduced pressure and the residue was purified by column chromatography (eluted with PE/EtOAc=4/l) to give 7-chloro-3-methoxyquinoline (300 mg, 30.3% yield). LC-MS: m/z: 194 (M+H)+.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); A1;,
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Related Products of 38336-04-8, 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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of compounds 21a, b (0.5mmol) in anhydrous DCM (20mL) was added BOP-Cl (0.6mmol), Et3N (1.5mmol) and the amino parts (3, 4, 8a-l, 9a-d, 13a,b, 14a,b, 16a-i, 18, 22a,b and 23) at room temperature. The mixture was stirred overnight at the same temperature, and washed by H3PO4 solution (1%), saturated NaHCO3 solution and brine, dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by Flash column chromatography (DCM/MeOH, 0-10%) to afford the crude target compounds as yellow solids. The solid was further purified by treating with EtOAc and hexane (11mL, 1: 10) to yield the target compounds (24, 25, 26a-l, 27a-g, 28a,b, 29a,b, 30a-i, 31, 32a,b, 33).

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, 2-(Benzyloxy)-1-ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lv, Kai; Li, Linhu; Wang, Bo; Liu, Mingliang; Wang, Bin; Shen, Weiyi; Guo, Huiyuan; Lu, Yu; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 117 – 125;,
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Application of 7252-83-7, 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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-morpholinobenzothioamide (2.22 g, 10 mmol) in EtOH (50 mL) were added 2-bromo- 1,1 -dimethoxyethane (1.69 g, 10 mmol) and p-toluenesulfonic acid (1.90 g, 10 mmol). The reaction mixture was heated at 95 C overnight, then cooled to rt and filtered. The filter cake was dried to give the title compound as a yellow solid (2.00 g, 8 1%).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1,1-dimethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; WANG, Xiaojun; LIN, Runfeng; CAO, Shengtian; WANG, Zhaohe; LI, Jing; WO2014/12360; (2014); A1;,
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