Tag: M.W=100-200

Related Products 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: Thiazole bisamide compounds were prepared in the same manner as in Examples 1-28 except that the R3 diphenyl ether group was substituted with a substituted phenyl group as shown in Table 5, The results of the prepared products of formula as (I-3), as well as the numbers of the prepared compounds, R1, R2 and R7 and the yields thereof are shown in Table 5. The intermediate of formula (II) (0.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 0.6 mmol), hydroxybenzotriazole (HOBt, 0.6 mmol) was dissolved in 5 mL of N, N-dimethylformamide, the reaction temperature 25 deg. C 1h; Then, the reactant (0.6 mmol) represented by R3-NH2 was added to the above solution, the reaction temperature was 25 deg. C 72h; after completion of the reaction, the solvent was removed under reduced pressure, column chromatography to obtain the target product, thiazole bisamide compound.

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; Central China Normal University; Yang, Guangfu; Chen, Cheng; Chen, Yanqing; Xiong, Maoqian; (30 pag.)CN106316977; (2017); A;,
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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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: (4-(Trifluoromethoxy)phenyl)methanamine

To a solution of 3-chloro-4-{[(5-chloro-l,3-thiazol-2-yl)amino]sulfonyl}benzoic acid (Preparation 35, 200mg, 0.57,mmol, leq) in THF (5ml) was added Et3N (0.116ml, 0.85mmol, 1.5eq), l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI HCl, 141mg, 0.62mmol, l.leq), 1-hydroxybenzotriazole hydrate (HOBt, 77mg, 0.57mmol, l.Oeq) and an amine (0.62mmol, l.leq) at 00C. The reaction mixture was stirred at 25C for 16 hours. The reaction mixture was extracted from 2M HCl into DCM and the solvent evaporated in vacuo. The crude material was purified by preparative HPLC to yield the title compound.

According to the analysis of related databases, 93919-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
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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 111-95-5 as follows. Recommanded Product: Bis(2-methoxyethyl)amine

To a 0 C solution of compound 1(300 mg, 0.73 mmol), HATLI (698 mg,1.84 mmol), HOBt (205 rng, 1.84 rnmol) and DIPEA (379 mg, 2.79 mmol) in 3 rnLof DMF was added compound 2 (139 mg, 1.35mmol), The mixture was stirred at the room temperature for I h. Then the resulting solution was diluted with water (15 rnL and ethyl acetate (15 rnL. The layers were separated and the aqueous phase was extracted with ethyl acetate (15 rnL x 2). The combined organic layers weredried over anhydrous Na2SO4, concentrated and the residue was purified by flash column on silica gel eluted with petroleum ether and EtOAc to give the compound 3 (170 mg, 35%) as yellow solid. LCMS (M+H) m/z: cacld 638.8, found 638.9.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; WO2014/66506; (2014); A2;,
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Application of 41789-95-1, The chemical industry reduces the impact on the environment during synthesis 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

To a stirred solution of 3-methoxy-N-methylbenzylamine (302mg, 2mmol) in CH2Cl2 (6mL) was added NaOH 50% (2mL) followed by n-tetrabutyl ammonium hydrogen sulfate (102mg, 0.30mmol). After few minutes, 5-bromothiophene-2-sulfonyl chloride (524mg, 2mmol) was added to the reaction mixture. The solution was stirred at room temperature for 5h. Water (10mL) was added to quench the reaction, followed by EtOAc (10mL). The aqueous layer was extracted twice with EtOAc (2×15mL). The organic layer was dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The product was purified on silica gel (hexanes/EtOAc 80:20) to afford the desired compound as yellow oil (620mg, 82%). IR (neat): 3101, 2937, 2835, 1740, 1600, 1345cm-1. 1H NMR (CD3COCD3) delta 2.70 (s, 3H), 3.80 (s, 3H), 4.21 (s, 2H), 6.88-6.91 (m, 1H), 6.92-6.95 (m, 2H), 7.28-7.31 (m, 1H), 7.38 (d, J=4.1Hz, 1H), 7.52 (d, J=4.1Hz, 1H); 13C NMR (CD3COCD3) delta 35.0, 54.7, 55.5, 114.2, 114.7, 119.7, 121.3, 130.6, 132.5, 133.7, 138.3, 140.0, 161.0; LC-MS (ESI): 376.22, 378.65 [M]+.

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, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Perspicace, Enrico; Cozzoli, Liliana; Gargano, Emanuele M.; Hanke, Nina; Carotti, Angelo; Hartmann, Rolf W.; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 317 – 337;,
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Related Products of 102-52-3, A common heterocyclic compound, 102-52-3, name is 1,1,3,3-Tetramethoxypropane, molecular formula is C7H16O4, 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.

A mixture of 150 mL of CH2Cl2, 5 mL of 1,1,3,3-tetramethoxypropane and 5 mL of trifluoroacetic acid was stirred in an ice bath for 40 min and then 5 g (17.0 mmol) of L-Trp-OBzl was added thereto. After the reaction mixture was stirred for 14 h, TLC (CH2Cl2:CH3OH, 30:1) showed point disappearing. The reaction solution was washed with saturated NaHCO 3 solution three times, saturated NaC solution three times, combined with CH2Cl2 layer, dried over anhydrous NaSO 4 , filtered under reduced pressure, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (CH2Cl2 :CH3OH, 100: 1) 5.9 g (87%) of the title compound was obtained as a brown-red oil.

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; Capital University of Medical Sciences; Peng Shiqi; Zhao Ming; Wang Yuji; Wu Jianhui; Li Ze; (8 pag.)CN107686483; (2018); A;,
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Reference of 60792-79-2, 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. 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 1-((3R,5R)-7-(2-(2-(4Z,7Z,1OZ,13Z,16Z,19Z)-docosa-4,7,1O,13,16,19- hexaenamidoethoxy)ethylamino)-3 ,5-dihydroxy-7-oxoheptyl)-5-(4-fluorophenyl)-2- isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide (1-32):1) EDCIH2NNH2 H2NNHBoc2) HCIOH OH 0H / N NH2/[0239j In a typical run, sodium hydroxide (400 mg, 10 mmol) is dissolved in MeOH (70 mL) and 2-(2-aminoethoxy)ethanamine dihydrochloride (1.0 g, 5.65 mmol) is added. The resulting reaction mixture is stirred at room temperature for 30 mm. A solution containing Boc2O (740 mg, 3.40 mmol) in THF (15 mL) is then added dropwise, at room temperature, over a period of 15 mm. The resulting reaction mixture is stirred at room temperature for 18 h and then concentrated under reduced pressure. The resulting residue is taken up in CH2C12 (200 mL) and stirred vigorously at room temperature for 4 h. The mixture is filtered and the filtrate is concentrated under reduced pressure to afford 850 mg of tert-butyl 2-(2- aminoethoxy)ethylcarbamate (74% yield).

The chemical industry reduces the impact on the environment during synthesis 2,2′-Oxybis(ethylamine) dihydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CATABASIS PHARMACEUTICALS, INC.; JIROUSEK, Michael, R.; MILNE, Jill, C.; TING, Amal; WENSLEY, Allison; VU, Chi, B.; WO2013/166176; (2013); A1;,
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Related Products of 4179-19-5, These common heterocyclic compound, 4179-19-5, name is 3,5-Dimethoxytoluene, 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.

3,5-Dimethoxytoluene (2.93 ml_, 20 mmol) and 4-phenylbutylbromide (4.13 ml_, 1.2 mmol) were reacted as described under General Procedure H and the crude product was purified by flash chromatography (silica-gel, petroleum ether/EtOAc 200:1) to afford the product as a clear oil (4.6 g, 81%). 1H NMR (300 MHz, CDCI3) delta 7.13-7.22 (m, 5H), 6.34 (s, 2H), 3.76 (s, 6H), 2.60-2.64 (m, 4H), 2.31 (s, 3H), 1.53-1.67 (m, 4H).; General Procedure H: Alkylation of 3,5-dimethoxytoluene A solution of n-butyllithium in hexanes (1.7 M, 1.2 eq.) was added over 0.25 h to a solution of 3,5-dimethoxytoluene (1.0 eq.) in THF (1 M) at 0 0C. The reaction mixture was stirred at 0 0C for 1 h then at room temperature for 3 h. The reaction was cooled to 0 0C and a solution of the alkyl bromide (1.2 eq.) in toluene (2 M) was added over 0.1 h. The reaction mixture was allowed to warm to room temperature and heated to 80 0C for 3-4 h. The reaction was quenched slowly with water and partitioned over EtOAc and water. The phases were separated and the aqueous phase was extracted twice with EtOAc. The pooled organics were washed with brine, dried over Na2SO4 and concentrated under vacuum. The residue was purified by flash chromatography.

The synthetic route of 4179-19-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIONOMICS LIMITED; WO2009/43117; (2009); A1;,
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Reference of 150-78-7, 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 150-78-7 as follows.

[00328] FIG. 33 illustrates the synthetic pathway to create DPB A-TPE. [00329] To demonstrate the potential of AIE dots for cellular and mitochondria dual targeted image-guided PDT, we synthesized a new AIEgen, DPBA-TPE (FIG. 33). 3,3′-(2,5- Dimethoxy-l,4-phenylene)bis(2-(4-bromophenyl)acrylonitrile) (5) was prepared by Knoevenagel reaction from 2,5-dimethoxybenzene-l ,4-dicarboxaldehyde (3) and bromophenylacetonitrile (4) under basic conditions. The final product was obtained with satisfactory yields by intermediate (5) and aryl amine (10) in the presence of palladium catalyst under basic conditions.

According to the analysis of related databases, 150-78-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATIONAL UNIVERSITY OF SINGAPORE; THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY; LIU, Bin; YUAN, Youyong; FENG, Guangxue; TANG, Ben Zhong; QIN, Wei; ZHANG, Chongjing; XU, Shidang; WO2015/163817; (2015); A1;,
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Related Products of 3616-56-6,Some common heterocyclic compound, 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, molecular formula is C8H19NO2, 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.

26.0 g (111 mmol) of the intermediate (A-5), 22.5 g (139 mmol) of (dimethylamino)acetaldehyde diethylacetal, and 50 ml of acetic acid were loaded and the mixture was stirred for 16 hr while being heated at 140C. The reaction solution was cooled to room temperature and then the solvent was removed by evaporation under reduced pressure. The resultant residue was purified by silica gel column chromatography to give 15.9 g (61.8 mmol, yield: 55 mol%) of an intermediate (A-6). APCI-TOFMS, m/z 257 [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 2,2-Diethoxy-N,N-dimethylethanamine, its application will become more common.

Reference:
Patent; Nippon Steel & Sumikin Chemical Co., Ltd.; ISHIYAMA, Takaya; HAYASHIDA, Hiroyuki; SAKAI, Mitsuru; NIINA, Masashi; SHIRAISHI, Kazuto; YOSHIMURA, Kazuaki; EP2687530; (2014); A1;,
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Synthetic Route of 7252-83-7, A common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

[0252] Part A: A suspension of 3-bromothiophenol (15.2 g, 81 mmol), bromoacetaldehyde dimethylacetal (9.5 mL, 81 mmol) and potassium carbonate (12.2 g, 88 mmol) in acetone (90 mL) was stirred at ambient temperature overnight. The solid was filtered and rinsed with ether. Evaporation of the filtrate afforded 23 g of 1-bromo-3-((2,2-dimethoxyethyl)thio)benzene which was carried forward without further purification.

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; O’Connor, Stephen P.; Lawrence, Michael; Shi, Yan; Stein, Philip D.; US2004/186134; (2004); A1;,
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