Month: September 2021

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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 56741-34-5

General procedure: To a solution of 11a (500 mg, 1.85 mmol) in acetone (10 mL) was added 12 (380 mg, 1.85 mmol) and pyridine (0.45 mL, 5.54 mmol).The mixture was stirred at 55 C for 1 h. The mixture was concentrated,diluted with ethyl acetate and washed with 1M HCl and brine twice.Then, the ethyl acetate layer was dried over anhydrous sodium sulfate andconcentrated to give the crude product. The crude product was purified bysilica column eluting with petroleum ether/ethyl acetate (5/1-2/1) to givethe desired product (0.33 g, yield 44.3%) as grey solid

The synthetic route of 56741-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Yulong; Dou, Huixia; Gao, Dingding; Wang, Ting; Zhang, Mingming; Wang, Heyao; Li, Yingxia; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
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Related Products of 1234616-21-7,Some common heterocyclic compound, 1234616-21-7, name is Methyl imidazo[1,2-b]pyridazine-6-carboxylate, molecular formula is C8H7N3O2, 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.

Synthesis of imidazo[l,2-b]pyridazin-6-ylmethanol:To a stirred solution of imidazo[l,2-b]pyridazine-6-carboxylate (3.5 g, 22.77 mmol) in MeOH:THF (45 mL, 1 :2) was added NaBH4 (1.72 g, 45.26 mmol) portion wise at 0C and stirred for 2h. After full consumption of starting material by TLC, the reaction was diluted with saturated Na2C03 solution and extracted with EtOAc. The combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was washed with 50%> EtOAc/Hexane to afford crude imidazo[l,2-b]pyridazin-6-ylmethanol (2.5 g). 1H-NMR (DMSO-d6, 400 MHz): delta 8.21 (s, 1H), 8.06 (d, 1H), 7.21 (s, 1H), 7.24 (d, 1H), 5.68 (br s, 1H), 4.59 (s, 2H); LC-MS: 85.80%; 149.6 (M++l) (column; X-Select C-18, (50×3.0 mm, 3.5mu); RT 0.72 min. 5mM NH4OAc in water: ACN; 0.8 ml/min); TLC: 100% EtOAc (Rf: 0.2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl imidazo[1,2-b]pyridazine-6-carboxylate, its application will become more common.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
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Related Products of 175278-29-2, 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. 175278-29-2, name is Methyl 5-fluoro-2-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

step 2: Compound 2 (19.5 g, 0.1 mol) was dissolved in 80 mL of acetic acid and 50 mL of acetic anhydride, and the temperature was lowered to 10 C. Potassium nitrate (15.2 g, 0.15 mol) was added in portions, and after the addition, the reaction was carried out for 6 h. The insoluble material was removed by filtration, and the reaction mixture was poured into 400 mL of ice water, filtered, and dried to give 17.3 g of Compound 3.

The chemical industry reduces the impact on the environment during synthesis Methyl 5-fluoro-2-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cheng Chunxiao; (7 pag.)CN108409626; (2018); A;,
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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 869-10-3 as follows. Product Details of 869-10-3

A solution of diethyl 2,5-dibromoadipate (8.0 g, 0.0222 mol) in toluene (25 mL) was heated at 80C. After stopping the heating, 2-methoxyaniline (4.1 g, 0.333 mol) was added dropwise thereto over 40 minutes, and then the mixture was stirred for 11 hours at 100C again. The reaction mixture was filtrated by aspiration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography to give 2.08 g of the title compound as a white solid. 1H-NMR (CDCl3) delta; 1.25 (6H, t, J=7.2Hz), 2.21 (4H, m), 3.71 (3H, s), 4.21 (4H, m), 4.36 (2H, m), 6.70 (1H, m), 6.82 (3H, m).

According to the analysis of related databases, 869-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1679069; (2006); A1;,
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Electric Literature of 25542-62-5, The chemical industry reduces the impact on the environment during synthesis 25542-62-5, name is Ethyl 6-bromohexanoate, I believe this compound will play a more active role in future production and life.

In a 50-mL round bottom flask, a stirred solution of substituted 5-bromo-2-hydroxybenzaldehyde (5.0 g, 24.8 mmol) in DMF (30 mL), was treated with potassium carbonate (10.26g, 74.4 mmol) and ethyl 6- bromohexanoate (6.6g, 29.8 mmol) at rt under nitrogen atmosphere. The reaction mixture was heated at 90C for 4 h. Upon completion of the reaction (TLC) the reaction mixture was cooled to rt, diluted with cold water and extracted ethyl acetate (250 mL x 2). The combined organic extract was washed with brine and dried over anhydrous NaiSO t. The solution was concentrated under reduced pressure to give the title compound (7.97 g, 94%) as yellow oil. LCMS (m/z): 343.2 (M+l)+.

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, Ethyl 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; MITOKYNE, INC.; EVANS, Ronald; BAIGA, Thomas, J.; BOCK, Mark, G.; DOWNES, Michael; EMBLER, Emi, Kanakubo; FAN, Weiwei; KEANA, John, F.W.; KLUGE, Arthur, F.; NOEL, Joseph, P.; PATANE, Mike, A.; WO2014/165827; (2014); A1;,
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Electric Literature of 4224-69-5, 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. 4224-69-5, name is Methyl 2-(bromomethyl)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(2) To an anhydrous THF solution (2 ml) of the above-obtained Compound (8) (A=-CH=CH-CH=CH-, PG=TBS, 24(E)) (48 mg, 76.8 mumol) were added zinc (powder) (8 mg, 0.12 mmol), methyl 2-(bromomethyl)acrylate (13.8 mul, 0.12 mmol) and a saturated ammonium chloride aqueous solution (0.7 ml) at 0C, and the mixture was stirred for 30 min at room temperature. The reaction was quenched with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by column chromatography (5%?20% ethyl acetate in hexane) to obtain Compound (C) (60 mg, 107% yield). Compound (C):1H NMR (CDCl3) delta : 0.055 (s, 3 H), 0.059 (s, 3 H), 0.062 (s, 6 H), 0.55 (s, 3 H), 0.88 (s, 18 H), 1.04 (d, J=6.6 Hz, 3 H), 1.23-2.17 (m, 15 H), 2.18-2.24 (m, 1 H), 2.42-2.52 (m, 2 H), 2.60-2.65 (m, 1 H), 2.78-2.86 (m, 1 H), 3.74 (s, 3 H), 4.19-4.22 (m, 1 H), 4.28-4.34 (m, 1 H), 4.34-4.39 (m, 1 H), 4.86 (d, J=2.2 Hz, 1 H), 5.17 (s, 1 H), 5.53-5.62 (m, 1 H), 5.67 (d, J=1.2 Hz, 1 H), 5.90-6.03 (m, 2 H), 6.15-6.25 (m, 2 H), 6.26 (d, J=1.2 Hz, 1 H). MS m/z 747 (M+23)+.

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, Methyl 2-(bromomethyl)acrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEIJIN LIMITED; EP1477483; (2004); A1;,
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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. 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 26218-04-2

Example 2Synthesis of 2, 5, 8-tris- (4- (2- ethylhexyloxycarbonyl) phenylamino) -1,3,4,6,7,9, 9b- heptaazaphenalene .A mixture of 2, 5, 8-trichloro-l, 3, 4, 6, 7, 9, 9b- heptaazaphenalene (50 mg, 0.18 mmol) and 2-ethylhexyl 4- aminobenzoate (270 mg, 1.08 mmol) in toluene (2 mL) is refluxed for 1 hour. The solvent is evaporated in vacuo and the crude product is purified by silica gel column chromatography, eluting with hexane / ethyl acetate 2 / 1. 2,5, 8-tris- (4- (2-ethylhexyloxycarbonyl) phenylamino) – 1, 3, 4, 6, 7, 9, 9b-heptaazaphenalene is obtained (160 mg, 0.17 mmol, 97%) . M. P. 183-186 C.1H NMR (300 MHz, DMSO-d6): ? 0,93 (m, 18H), 1,30 (m, 24H), 1,62 (m, 3H), 4,18 (d, J = 5.4 Hz, 6H), 7,95 (m, 12H), 10,85 (m, 3H) .MS-EI (m/z) : 916 (M+l) . UV: ?max = 326 nm; ? = 95000 M”1 cm”1 (CHCl3) .

The synthetic route of 26218-04-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISDIN, S.A.; WO2007/6807; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 344-14-9, name is Dimethyl 2-fluoromalonate, belongs to esters-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 344-14-9, HPLC of Formula: C5H7FO4

General procedure: The solution of 25% NaOMe in methanol (10.28 g, 190.38 mmol) was diluted with methanol(50 ml) under N2 atm and cooled to 0 0C. To this, compound 1a (14.90 g, 95.19 mmol) followedby compound 6 (10 g, 105.77 mmol) were added and stirred the reaction mixture at roomtemperature for 16 h. The progress of the reaction was monitored by TLC (10% Ethyl acetatein petroleum ether) showed completion of the reaction. After completion of the reaction; thereaction mixture was evaporated and solid was dissolved in H2O and acidified with Conc.HCl(~ pH 2), to give the white solid. The resulting solid was filtered and washed with water anddried under vacuum give the pure compound 7a (10 g; 48.78 mmol, 72%) as an off white solid.

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

Reference:
Article; Sambaiah; Mallesham, Poosa; Shiva Kumar; Bobde, Yamini; Hota, Prasanta Kumar; Yennam, Satyanarayana; Ghosh, Balaram; Behera, Manoranjan; Synlett; vol. 30; 5; (2019); p. 586 – 592;,
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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. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H14O2

To a solution of 1M LDA (42.1 mmol, 42.1 mL) at – 78 C was added dropwise t-butylcyclopropane carboxylate (5.0 g, 35.1 mmol) in 70 mL THF. After 1.5 hours, a solution of allyl bromide (3.03 mL, 35.1 mmol) in 10 mL THF was added. The reaction mixture was allowed to warm slowly to room temperature. After 18 hours, the reaction was quenched with saturated NH4CI (aq), and partitioned between EtOAc and H2O. The organic and aqueous layers were separated, and the aqueous layer was washed with 2 c 20 mL ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified on an 80 g silacel column, eluting with 0-15% EtOAc/hexanes. The product fractions were concentrated in vacuo to yield 1-allyl-cyclopropanecarboxylic acid tert-butyl ester, 2.48 g (38% yield). 1H NMR (CHLOROFORM-d) d: 5.73-6.01 (m, 1H), 4.91-5.13 (m, 2H), 2.27 (dt, J=6.6, 1.3 Hz, 2H), 1.42 (s, 9H), 0.99-1.20 (m, 2H), 0.49-0.73 (m, 2H).

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; BIOHAVEN PHARMACEUTICAL HOLDING COMPANY LTD.; CONWAY, Charles M.; DUBOWCHIK, Gene M.; PELLETIER, Jeffery Claude; REITZ, Allen B.; (186 pag.)WO2020/77038; (2020); A1;,
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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. 431-47-0, name is Methyl 2,2,2-trifluoroacetate, A new synthetic method of this compound is introduced below., Formula: C3H3F3O2

Compound 24 (2.127 g, 3.6 mmol) was dissolved in DCM (10 g), and treated with triethylamine (0.1 mL) and methyltrifluoroacetate (0.922 g, 7.2 mmol) at 30 C. for 4 h. The reaction mixture was evaporated and purified on a silica gel column (50% hexanes/DCM?4% MeOH/DCM) to give compound 8b (1.914 g, 77.4%).

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; AM Chemicals LLC; GUZAEV, Andrei Pavel; VVEDENSKIY, Vladimir V.; GOGOI, Khirud; (90 pag.)US2018/16232; (2018); A1;,
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