Tag: M.W=200-300

Some common heterocyclic compound, 1215205-50-7, name is Ethyl 1-(4-bromophenyl)cyclopropanecarboxylate, molecular formula is C12H13BrO2, 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. SDS of cas: 1215205-50-7

l-(4-Bromo-phenyl)-cyclopropanecarboxylic acid ethyl ester (3.6g, 13.4mmol), bis(pinacolato)diboron (3.37g, 16. lmmol), and potassium acetate (2.8g, 29mmol) were combined in 1,4-dioxane (3OmL). The solution was purged with N2 for 10 minutes, and then (l,l’-bis(diphenylphosphino)ferrocene)- dichloropalladium(II) (0.5Og, 0.65mmol) was added and the reaction was heated to 8O0C for 2 hours. Aqueous work-up, followed by silica gel chromatography (0-30% EtOAc in hexanes), gave the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1215205-50-7, its application will become more common.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
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Application of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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: To a solution of compounds 1a-1e or methyl 4-aminobenzoate (1.0 mmol) in pyridine (3.0 mL), the corresponding sulfonyl chloride (1.3 mmol) in pyridine (3.0 mL)were added dropwise under nitrogen atmosphere at 0 C, then the reaction mixture was stirred at room temperature overnight. The reaction was then acidified to pH=1 with 4NHCl(aq) and the resulting solid was collected by filtration. The crude product was purified by flash column chromatography (ethyl acetate-petroleum ether = 1:2) to give the title compounds 2a-2i.

Statistics shows that Methyl 4-chlorosulfonylbenzoate is playing an increasingly important role. we look forward to future research findings about 69812-51-7.

Reference:
Article; Zhang, Jiankang; Shen, Luqing; Wang, Jincheng; Luo, Peihua; Hu, Yongzhou; Medicinal Chemistry; vol. 10; 1; (2014); p. 38 – 45;,
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Synthetic Route of 14273-90-6,Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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.

To a solution of 4-piperidone (0.125 g, 1.26 mmol) in anhydrous DMF (2 ml), K2CO3 (0.2 g, 1.51 mmol), 21 (0.52 g, 2.48 mmol) and KI (0.015 g, 0.090 mmol) were added to the mixture. The reaction mixture was stirred at r.t. for 36 hours under N2. The reaction mixture was filtered off and filtrate was concentrated and dried under vacuum providing a white solid (0.29 g, 98%) of compound 22. Product was used without further purification to the next step. (0431) 1H NMR (400 MHz, Chloroform-d) delta: 3.64 (d, J=2.0 Hz, 3H), 3.38 (t, J=6.7 Hz, 2H), 2.70 (t, J=6.2 Hz, 2H), 2.42 (t, J=6.8 Hz, 4H), 2.30 (t, J=7.4 Hz, 4H), 1.85 (p, J=7.0 Hz, 2H), 1.70-1.56 (m, 4H).

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

Reference:
Patent; Ecole Polytechnique Federale de Lausanne (EPFL); Sinisi, Riccardo; Morales Morales, Alma Rosa; Dubikovskaya, Elena A.; Singh, Rajendra; (103 pag.)US2018/79906; (2018); A1;,
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Reference of 25542-62-5, These common heterocyclic compound, 25542-62-5, name is Ethyl 6-bromohexanoate, 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-2 Preparation of N-(5-Ethoxycarbonylpentyl)-3-(1-naphthoyl)-1H-indole 2 To a suspension of sodium hydride (1.1 g, 30 mmol, 60% in mineral oil) in DMF (100 ml) under nitrogen was added solid 3-(1-naphthoyl)-1H-indole 1 (5.43 g, 20 mmol). After stirring at room temperature for 1 h, a solution of ethyl 6-bromohexanoate (6.6 g, 30 mmol) in DMF (10 ml) was added slowly with stirring over a period of 15 min and the mixture was then heated at 60 C. for 3 h. The solvent was removed under high vacuum and the crude product was suspended in water (150 ml) and extracted by ethyl acetate (2*150 ml). The combined ethyl acetate phases were washed by water (1*100 ml), brine (1*100 ml), dried over sodium sulphate filtered and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane/ethyl acetate (8/2) to give the title compound 2 as an oil which became solid in the cold (7.1 g, 86%).

The synthetic route of 25542-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RANDOX LABORATORIES LIMITED; US2012/208213; (2012); A1;,
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Electric Literature of 154825-97-5, 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. 154825-97-5, name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of 2-(4-Bromophenyl)-2-methylpropanoic acid; [0525] A solution of methyl 2-(4-bromophenyl)-2,2-dimethylacetate(3880 muL, 15090 mumol) in EtOH (80 mL) and water (20 mL) was treated with KOH (4233 mg, 75450 mumol). The reaction was heated to 900C. After 15 hours, the reaction was cooled to 23C and concentrated in vacuo. The crude mixture was partitioned between water/diethyl ether (150 mL each). The aqueous layer was separated and extracted with diethyl ether (100 mL). The combined ether layers were then extracted with a IN NaOH solution (25 mL). The combined aqueous washes were acidified with concentrated HCl to pH = 2.0 and extracted with EtOAc (3 x 100 mL). The combined EtOAc layers were dried over MgSO4, and concentrated in vacuo to afford 3144 mg of 2-(4- bromophenyl)-2-methylpropanoic acid.

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-(4-bromophenyl)-2,2-dimethylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
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Synthetic Route of 1215205-50-7, 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 1215205-50-7 as follows.

Step 4: 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl ester 1-(4-Bromo-phenyl)-cyclopropanecarboxylic acid ethyl ester (3 g, 13.mmol), bis(pinacolato)diboron (3.37 g, 16.1 mmol), and potassium acetate (2.8 g, 29.0 mmol) were combined in 1,4-dioxane (30 mL) under N2. The solution was purged with N2 for 10 minutes, then (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (0.50 g, 0.65 mmol) was added and the reaction was heated to 80 C. for 2 hours. After aqueous workup, the crude material was purified by silica gel chromatography (0-30% EtOAc in hexanes) to give the title compound.

According to the analysis of related databases, 1215205-50-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amira Phamaceuticals, Inc.; US2011/82181; (2011); 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. 126541-82-0, name is Methyl 3-amino-4-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

To a mixture of methyl 3-amino-4-(trifluoromethyl)benzoate (15 g, 0.073 mol) and aqueous HC1 solution (i2 M, 24 mL) in H20 (i00 mL) at 0 C was added dropwise a solution of NaNO2 (5.5 g, 0.080 mol) in H20 (30 mL). The reaction was stined at 0 C for 30 mm and then added dropwise to a sluny of CuCN (7.1 g, 0.080 mol) and KCN (8.4 g, 0.i3 mol) in H20 (200 mL), while maintaining the internal temperature between 5-1 0 C. After the addition was complete, the reaction was heated at 80 C for 1 h. The mixture was cooled and the solution was extracted with EtOAc (200 mL x 4). The combined organic layers were dried over anhydrous Na2504 and concentrated. The residue was purified by column chromatography on silica gel (2% EtOAc in PE) to afford the title compound. MS: m/z = 230.0 (M + 1). ?H NMR (400 MHz, CDC13)oe 8.46-8.53 (m, 1H), 8.33-8.42 (m, 1H), 7.87-7.95 (m, 1H), 4.01 (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:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); 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. 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 4-(benzyloxy)-3-methoxybenzoate

E) 4-Benzyloxy-3-methoxy benzoic acid; A solution of sodium hydroxide (2.0 g) in methanol (50 ml) was added to a solution of 4-benzyloxy-3-methoxy benzoic acid methyl ester (4.64 g) in methanol (50 ml) and refluxed for 4 hrs. After removal of methanol under reduced pressure the residue was dissolved in water (150 ml) and washed with ethyl acetate (2 x 50 ml). The aqueous layer was acidified with 2N hydrochloric acid to pH 2. The precipitated product was collected by filtration which on drying under vacuum provided 4.17 g of 4-benzyloxy- 3-methoxy benzoic acid. (Yield = 74%) ‘H NMR CDCl3 7.7 (1H, d, J = 8Hz) 7.63 (1H, s) 7.3-7.5 (5H, m) 6.92 (1H, d, J 8Hz) 5.25 (2H, s) 3.98 (3H, s)

According to the analysis of related databases, 56441-97-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROTEOTECH, INC.; WO2005/113489; (2005); A1;,
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Electric Literature of 56441-97-5, A common heterocyclic compound, 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, molecular formula is C16H16O4, 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.

Commercially available methyl 4-hydroxy-3-methoxy-benzoate 1 was converted in 5 steps to 4-(3-fluoroanilino)-6-methoxy-7-benzyloxy-quinazolme 15 (35% overall yield).[17,18] The only significant modification involved an improved workup of the nickel chloride hexahydrate-sodium borohydride reduction of the nitro intermediate. Debenzylation with trifluoroacetic acid to give the 7-hydroxy intermediate 16, followed by alkylation with propargyl bromide in acetonitrile, gave 13 in a 65% yield for 2 steps. This method involved an additional step, and the overall yield was greater. In addition, the final 7-hydroxy intermediate 16 could be used to generate other products [19].

The synthetic route of 56441-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHEASTERN UNIVERSITY; HANSON, Robert, N.; WO2010/85747; (2010); 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. 14062-30-7, name is Ethyl 2-(3-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl 2-(3-bromophenyl)acetate

5.2 g of the compound from the preceding step are dissolved in 70 ml of ethyl formate and, in small portions, 1.7 g of 60% NaH are added. Stirring is maintained at AT for 5 hours. The mixture is poured into 100 ml of 1N HCl and then extracted with AcOEt, and the extract is dried over MgSO4 and then evaporated to dryness. This gives 5.8 g of the expected compound in the form of an oil. NMR CDCl3 (300 MHz): 1.9 ppm: t: 3H; 4.20 ppm: q: 2H; 7.11-7.42 ppm: m: 5H; 12.06 ppm: d: 1H.

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 14062-30-7.

Reference:
Patent; sanofi-aventis; US2007/129365; (2007); A1;,
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Ester – an overview | ScienceDirect Topics