Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 437-83-2, name is 3-Fluoro-2-methoxyaniline, 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 437-83-2, name: 3-Fluoro-2-methoxyaniline

Example 91 8-Ethyl-2-(3-fluoro-2-methoxyphenylamino)-8H-pyrido[2,3-d]pyrimidin-7-one A mixture of 8-ethyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one (133 mg, 0.56 mmol) and 500 muL of 3-fluoro-2-methoxyaniline was heated at 175 C. for 20 minutes. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash chromatography eluding with ethyl acetate. Recrystallization from ethyl acetate and hexane provided 28 mg (16%) of 8-ethyl 2-(3-fluoro-2-methoxyplhenylamino)-8H-pyrido[2,3-d]pyrimidin-7-one, mp 92-93 C. Analysis calculated for C16H15N4O2F 0.15 H2O: C, 60.63; H, 4.83; N, 17.68. Found: C, 60.31; H, 4.52; N, 17.42.

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-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Booth, Richard John; Chatterjee, Arindam; Malone, Thomas Charles; US2004/224958; (2004); A1;,
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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. SDS of cas: 349-65-5

To a solution of 2-methoxy-5-(trifluoromethyl)aniline (0.15 g) in anh CH2Cl2 (15 mL) at 0 C. was added CDI (0.13 g). The resulting solution was allowed to warm to room temp. over 1 h, was stirred at room temp. for 16 h, then was treated with 4-(2-(N-methylcarbamoyl)-4-pyridyloxy)aniline (0.18 g). The resulting yellow solution was stirred at room temp. for 72 h, then was treated with H2O (125 mL). The resulting aqueous mixture was extracted with EtOAc (2*150 mL). The combined organics were washed with a saturated NaCl solution (100 mL), dried (MgSO4) and concentrated under reduced pressure. The residue was triturated (90% EtOAc/10% hexane). The resulting white solids were collected by filtration and washed with EtOAc. The filtrate was concentrated under reduced pressure and the residual oil purified by column chromatography (gradient from 33% EtOAc/67% hexane to 50% EtOAc/50% hexane to 100% EtOAc) to give N-(2-methoxy-5-(trifluoromethyl)phenyl)-N’-(4-(2-(N-methylcarbamoyl)-4-pyridyloxy)phenyl) urea as a light tan solid (0.098 g, 30%): TLC (100% EtOAc) Rf 0.62; 1H NMR (DMSO-d6) delta2.76 (d, J=4.8 Hz, 3H), 3.96 (s, 3H), 7.1-7.6 and 8.4-8.6 (m, 11H), 8.75 (d, J=4.8 Hz, 1H), 9.55 (s, 1 H); FAB-MS m/z 461 ((M+H)+).

The synthetic route of 349-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CORPORATION; US2002/165394; (2002); A1;,
Ether – Wikipedia,
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Synthetic Route of 41789-95-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41789-95-1 name is 1-(3-Methoxyphenyl)-N-methylmethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The title compound was prepared by reaction of 4-bromobenzoylchloride (329 mg, 1.5 mmol) and 3-methoxybenzylamine (227 mg, 1.5 mmol) in presence of triethylamine (0.24 ml, 1.73 mmol) according to method A. Purification by FC (n- hexane/ ethyl acetate 6 : 1) afforded the desired product (468 mg, 93%); MS (ESI) : 335 (M + H)+; *H N MR (CD3COCD3) : 2.80-2.92 (m, 3H), 3.80 (s, 3H), 4.52-4.69 (m, 2H), 6.79 (br s, 1 H), 6.86 (dd, J= 8.5, 2.2 Hz, 1 H), 6.95 (br s, 1 H), 7.28 (t, J= 7.9 Hz, 1 H), 7.44 (d, J= 7.9 Hz, 2H), 7.62 (br s, 2H); 13C NMR (CD3COCD3) : 55.3, 112.9, 113.6, 120.0, 123.1, 129.1, 129.4, 130.0, 131.7, 135.7, 139.1, 159.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Methoxyphenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITAeT DES SAARLANDES; HARTMANN, Rolf; MARCHAIS-OBERWINKLER, Sandrine; XU, Kuiying; WERTH, Ruth; WO2012/117097; (2012); A1;,
Ether – Wikipedia,
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Some common heterocyclic compound, 450-91-9, name is 4-Fluoro-2-methoxyaniline, molecular formula is C7H8FNO, 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. Recommanded Product: 4-Fluoro-2-methoxyaniline

Taking 200 ml 98 wt % sulfuric acid is added to a 500 ml three-port flask, ice water bath cooled to 5 – 10 C, then addition of 2 – methoxy -4 – fluoro aniline (41.0g, 0 . 29 muM), control of speed of addition, the reaction solution maintained at a temperature of 0 – 20 C; then adding KNO batch3(34.4g, 0 . 34 muM), keep the temperature of the reaction solution is 0 – 20 C, after adding the reaction liquid natural temperature to 25 C, reaction 2h end after. The reaction liquid slowly poured into the 1L the ice water, stirring after filtering out the solid, the filtrate 40 wt % NaOH to pH=9 and in, dropwise lye process is maintained in the temperature not higher than 40 C, after adding stirring 1h, separating solid, after the solid is filtered, washed with water solid to neutral, then dried to obtain the brown body solid 2 – methoxy -4 – fluoro -5 – nitroaniline 40.5g, yield is 75.2%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 450-91-9, its application will become more common.

Reference:
Patent; Shanghai University of Engineering Science; Sun, Mingchen; Mao, Yongjun; Zhang, Rui; Liu, Xiangyu; Wang, Han; (14 pag.)CN106366022; (2017); A;,
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Some common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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. Recommanded Product: 6358-77-6

A 50-mL round-bottom flask was charged with 5-bromo-2-methoxy aniline(Alfa Aesar, 259 mg, 1.28 mmol), (3-chloro-2-methylphenyl)boronic acid (Combi-Blocks Inc., 240 mg, 1.41 mmol), 1,l’-bis(diphenylphosphino)ferrocene palladium(II)dichloride dichloromethane adduct (209 mg, 0.26 mmol), and purged with nitrogen. 1,4-Dioxane (9.60 ml) and an aqueous sodium carbonate solution (1.9 M, 3.20 mL) were introduced and the reaction mixture was warmed to 80 C. After 90 min, the reaction mixture was allowed to cool to ambient temperature and diluted with aqueous HCI solution (1.0 M, 25 mL) and EtOAc (25 mL). The layers were separated and the aqueous layer extracted with additional EtOAc (2 x 25 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and purified by flash column chromatography (100-g silica gel Biotage column, eluent: gradient, 0 to 40% EtOAc in heptane with DCM as a 5% additive) to afford 3′-chloro-4-methoxy-2′-methyl-[1,1′-biphenyl]-3-amine (226 mg, 0.91 mmol, 71.3 % yield) as a tan solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6358-77-6, its application will become more common.

Reference:
Patent; USA Anjin Corporation; M .weisi; B .C.miergelamu; T .dining; J .siteerwogen; A .gusiman-peileisi; A .beiqiao; I .E.makesi; (177 pag.)CN107531705; (2018); A;,
Ether – Wikipedia,
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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. 2398-37-0, name is 1-Bromo-3-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 2398-37-0

General procedure: Compound 6a was prepared by reacting 3-bromo-2-methyl-5-thienylboronic acid [50] (4.2 g, 19.0 mmol) with 1-bromo-2-methoxybenzene (3.91 g, 20.9 mmol) in the presence of Pd(PPh3)4 (0.73 g, 0.63 mmol) and Na2CO3 (2 mol L-1, 10 mL) in tetrahydrofuran (THF) (80 mL) for 18 h at 343 K. The reaction was allowed to cool to room temperature. After being extracted with ether, the organic layer was dried over MgSO4, filtered, and concentrated. The crude product was purified by column chromatography on silica gel using petroleum ether as eluent to afford 3.87 g of 6a visible as a buff solid with a 72% yield.

The synthetic route of 2398-37-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zheng, Chunhong; Pu, Shouzhi; Pang, Zhiyi; Chen, Bing; Liu, Gang; Dai, Yanfeng; Dyes and Pigments; vol. 98; 3; (2013); p. 565 – 574;,
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33311-29-4, name is 4-(2-Methoxyethoxy)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. COA of Formula: C9H13NO2

b. 4-(6,7-Dimethoxy-quinazolin-4-yl)-piperidine-1-carboxylic acid [4-(2-methoxy-ethoxy)-phenyl]-amide; A mixture of 4-(6,7-dimethoxy-quinazolin-4-yl)-piperidine-1-carbonyl chloride (18 mg, 0.0536 mmol), as prepared in Example 3a, 4-(2-methoxy-ethoxy)-phenylamine (8.9 mg, 0.0533 mmol), as prepared in the previous step, and triethylamine (14 muL, 0.1 mmol) was stirred in DMSO (0.5 mL) at 50 C. overnight. The reaction was then cooled to RT, partitioned between EtOAc (10 mL) and H2O (10 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo. Purification by prep tlc (1:9 MeOH/DCM) afforded the title compound as a brown solid (5.7 mg, 23%). 1H NMR (300 MHz, CDCl3) delta 9.16 (s, 1H), 7.28-7.25 (m, 4H), 6.89 (m, 2H), 6.33 (br s, NH), 4.29-4.24 (m, 2H), 4.12-4.07 (m, 8H), 3.74 (m, 2H), 3.59 (m, 1H), 3.45 (s, 3H), 3.17 (m, 2H), 2.22-2.08 (m, 2H), 2.05-1.97 (m, 2H); LC/MS (ESI): calcd mass 466.2, found 467.4 [M+1]+.

The synthetic route of 33311-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baindur, Nand; Gaul, Michael David; Kreutter, Kevin Douglas; Baumann, Christian Andrew; Kim, Alexander J.; Xu, Guozhang; Tuman, Robert W.; Johnson, Dana L.; US2006/281772; (2006); A1;,
Ether – Wikipedia,
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Related Products of 707-07-3, 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. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2-Nitroaniline derivative (1 mmol) was added to a mixture of indium powder (574 mg, 5.0 mmol for 2-nitroaniline, 918 mg 8.0 mmol for 1,2-dinitroarene), and acetic acid (0.572 mL, 10 mmol) in ethyl acetate (2 mL), followed by the addition of trimethyl orthoester (2.0 mmol) in ethyl acetate (3 mL for 2-nitroaniline; 8 mL for 1,2-dinitroarene). The reaction mixture was stirred at reflux under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30 mL), filtered through Celite, poured into 10% NaHCO3 (30 mL), and then extracted with ethyl acetate (30 mL×3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with ethyl acetate/hexane (v/v=10/90) for 2-phenylbenzimidazole derivatives or methanol/dichloromethane (v/v=1/99) for 2-methylbenzimidazole derivatives through a silica gel column to give the corresponding benzimidazoles. The structures of the benzimidazoles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. HRMS data were reported in addition for unknown compounds.

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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo; Tetrahedron; vol. 67; 41; (2011); p. 8027 – 8033;,
Ether – Wikipedia,
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Application of 16452-01-0, These common heterocyclic compound, 16452-01-0, name is 3-Methoxy-4-methylaniline, 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 705,5-dimethyl-3-[6-(7-methylspiro[2H-benzofuran-3 ‘-cyclopropanel-4-yl)oxy-3-pyridyllimidazoli2.4- dione To a solution of triphosgene (30 mg, O.lmmol) in dry DCM (1ml) at OPC, under nitrogen atmosphere, DIPEA (0.175 ml, 1.0 mmol) was added followed by the addition (slowly added) of a solution of 6-(7- methylspiro[2H-benzofuran-3,l’-cyclopropane]-4-yl)oxypyridin-3-amine (Intermediate 158, 27 mg, 0.1 mmol) in dry DCM (2ml) and the reaction mixture was stirred for 15 minutes at the same temperature. After that a solution of Methyl 2-amino-2-methylpropanoate hydrochloride (30mg, 0.2mmol) in dry DCM (2ml) was added and the reaction mixture was stirred for 30 minutes at OPC. The reaction was quenched with a 1M aqueous solution of HCI (5ml), diluted with DCM (10ml) and two phases were separated. The organic layer was washed with brine (10ml), dried (IS^SC^), filtered and evaporated affording the urea intermediate as yellow foam.The urea was dissolved in MeOH (5ml), NaOMe (lOmg, 0.19 mmol) was added and the reaction mixture was stirred for 15 minutes at room temperature. The reaction was quenched with an aqueous saturated solution of ammonium chloride (20ml) and diluted with ethyl acetate (40ml). Two phases were separated and the organic layer was dried (Na2S04), filtered and evaporated and the residue was purified by flash chromatography (Biotage system) on silica gel using a lOg SNAP column and cyclohexane/ethyl acetate 75:25 to cyclohexane/ethyl acetate 25:75 as eluents affording the title compound (23mg) as a white solid.1H-NMR (400 MHz, DMSO-d6) delta ppm: 8.62 (1H, s), 8.14 (1H, d), 7.86 (1H, dd), 7.05 (1H, d), 6.92 (1H, d), 6.43 (1H, d), 4.44 (2H, s), 2.14 (3H, s), 1.40 (6H, s), 1.08-1.13 (2H, m), 0.96 (3H, t), 0.85-0.90 (2H, m). LC/MS: QC_3_MIN: Rt = 2.016 min; 380 [M+H]+.

Statistics shows that 3-Methoxy-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 16452-01-0.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
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Related Products of 2062-98-8, The chemical industry reduces the impact on the environment during synthesis 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, I believe this compound will play a more active role in future production and life.

[0097] Compound (2b) (620 g) was put into a 2L autoclave made of hastelloy C and stirred, while bubbling nitrogen gas. While maintaining the internal temperature at from 25 to 35 DEG C, compound (4b) (1830 g) was dropwise added over a period of 8 hours thereto. After completion of the dropwise addition, bubbling of nitrogen gas was further continued to remove HF and excess compound (4b) and to obtain 2245 g of compound (3b). Using compound (3b) (1800 g), a fluorination reaction was carried out in the same manner as in Example 2 to obtain compound (1b) in a yield of 69%.

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, Perfluoro(2-methyl-3-oxahexanoyl) fluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem