Esters-buliding-blocks

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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H13BrO2

REFERENCE EXAMPLE 13 4,5-Dichloro-2-{2-(t-butoxycarbonyl)ethyl}-3(2H) pyridazinone STR20 In the same manner as in Reference Example 10, a mixture comprising 19.3 g of 4,5-dichloro-3(2H) pyridazinone, 29.4 g of 2-(t-butoxycarbonyl)ethylbromide, 19.3 g of potassium carbonate, 1.75 g of sodium iodide and 60 ml of dimethylformamide, was reacted, and the oily substance thus obtained was purified by silica gel column chromatography (developer: benzene:ethyl acetate=10:1, v/v) to obtain 8.1 g of the above identified compound as a pale yellow oily substance.

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 55666-43-8.

Reference:
Patent; Nissan Chemical Industries Ltd.; US4892947; (1990); A;,
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Electric Literature of 6627-89-0, The chemical industry reduces the impact on the environment during synthesis 6627-89-0, name is tert-Butyl phenyl carbonate, I believe this compound will play a more active role in future production and life.

EXAMPLE 4 Synthesis of Tert-butyl N-(3-trimethoxysilylpropyl) carbamate Into a 3-neck round bottom flask equipped with a thermometer, dropping funnel and a nitrogen line, was added tert-butyl phenyl carbonate (9.71 gms., 0.050 moles) and dimethyl formamide (10 gms.). 3-Aminopropyltrimethoxysilane (8.61 gms., 0.048 moles) was slowly added at 25 C. with stirring. An exotherm raised the temperature to 32 C. The reaction was stirred at room temperature for 24 hours. A GC showed the formation of a new peak with retention time 16.30 min. (3-aminopropyltrimethoxysilane had a retention time of 12.26 min., phenol had a retention time of 8.01 min., tert-butyl phenyl carbonate had a retention time of 12.84 min. and tert-butyl alcohol had a retention time of 2.44 min.; GC conditions were OV 101 on Chromasorb W-HP 1/8″*6′, 50 C. initial temperature, program rate of 10 C./minute, final temperature of 295 C.). The reaction mixture stood for an additional 3 days. The dimethyl formamide was removed by rotovap at 5 mm Hg at 50 C. A clear liquid (10.16 gms) was collected. It dissolved in n-hexane (25 gms) and extracted twice wih a 5% sodium carbonate solution that was cooled to 5 C. The organic layer was isolated and dried over magnesium sulfate. The n-hexane was removed on a rotovap to yield 4.47 gms of an oil. 1-H NMR indicated only the presence of phenol and 3-aminopropyltrimethoxysilane confirming that a blocked carbamate silicon compound was formed and decomposed during work-up.

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Union Carbide Chemicals & Plastics Technology Corporation; US5220047; (1993); A;,
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Electric Literature of 110-42-9,Some common heterocyclic compound, 110-42-9, name is Methyl decanoate, molecular formula is C11H22O2, 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.

10154] The experimental apparatus consists of a classic glass, double jacketed chemical engineering reactor with a volume of 1 litre with an effective mixing system. This is topped with a separating column fitted with a variable-reflux condenser. It also has a recirculating loop fitted with a gear- type pump and a 600 W microwave generatot10155] Add 530 mL xylenes, 111.58 g thsed methyl decanoate and 34.00 g powdered sodium methoxide. Once the reagents have been added, render the reactor inert with a continuous flow of nitrogen gas. Recirculate the mixture through the external circuit at a rate of 15 kg/h. Bring to boiling and total reflux, and then switch the microwave sourceon.10156] Add 68.45 g acetophenone over one hout Once it has all been added, let the reaction continue for another 15 minutes. Throughout all this time, draw the methanol off the reaction mixture. After the 15 minutes of finishing time, switch off the microwave source and the heatet AcidiFy the mixture and then wash it.10157] Analysis of the organic phase by gas phase chromatography shows that almost all the acetophenone is consumed and that the DeBM titre is 98.3%.10158] DeBM productivity during the reaction phase is129.3 kg/hIm3.

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

Reference:
Patent; DEXERA; Honnart, Stephane; Galy-Jammou, Philippe; US2014/88325; (2014); 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. 4341-76-8, name is Ethyl 2-butynoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 4341-76-8

To a mixed solution of 7-ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide (2.8 g), ethyl 2-butynoate (1.8 mL), tetrahydrofuran (40 mL), and toluene (60 mL), tri-n-butylphosphine (2.2 mL) was added under an argon atmosphere at room temperature, and the mixture was stirred at 40C for 3 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 25:75 to 60:40, volume ratio) to give the title compound (3.05 g, yield 84%) as a pale-yellow amorphous solid. MS 488 (MH+). 1H NMR (CDCl3) delta1.29(3H, t, J=7.2Hz), 1.35(3H, t, J=7.2Hz), 2.72-2.77(2H, m), 2.87(2H, q, J=7.2Hz), 3.20(3H, s), 4.19(2H, q, J=7.2Hz), 4.26-4.48(3H, m), 6.86(1H, d, J=2.1Hz), 6.89(1H, d, J=2.1Hz), 7.20(1H, d, J=2.1Hz), 7.30(1H, dd, J=2.7, 8.7Hz), 7.98(1H, d, J=8.7Hz), 8.43(1H, d, J=2.7Hz), 9.11(1H, brs).

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 4341-76-8.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (2011); A1;,
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Ester – an overview | ScienceDirect Topics

55954-23-9, name is Methyl 2,4-dichlorophenylacetate, belongs to esters-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. name: Methyl 2,4-dichlorophenylacetate

Methyl 2-(2,4-dichlorophenyl) acetate (10.6 g, 48.4 mmol) was dissolved in THF (100 mL), and sodium hydride (55% w/w, 2.53 g, 58.1 mmol) was added little by little thereto under ice-cooling, followed by stirring for 10 minutes. tert-Butyl dicarbonate (11.1 g, 50.8 mmol) was added to the reaction solution at the same temperature, and the temperature was slowly raised to room temperature, followed by stirring for 23 hours. Thereafter, tetrabutyl ammonium chloride (4.03 g, 14.5 mmol) was added to the reaction solution, followed by stirring for 20 hours. Sodium hydride (55% w/w, 2.53 g, 58.1 mmol) was added little by little to the reaction solution under ice-cooling, followed by refluxing for 23 hours. After the reaction was completed, the reaction solution was added little by little to saturated ammonium chloride aqueous solution (150 mL) under ice-cooling, and the resultant product was extracted with ethyl acetate (100 mL*2, 50 mL*1). The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure, whereby a brown oily crude product (13.4 g) was obtained. This was purified by silica gel column chromatography (hexane:ethyl acetate=10:1), whereby tert-butyl 2-(2,4-dichlorophenyl) malonate (5.41 g, yield: 35%) was obtained as a yellow oily material. 1H-NMR (400 MHz, CDCl3): delta1.46 (s, 9H), 3.67 (s, 3H), 5.09 (s, 1H), 7.27-7.44 (m, 3H).

The synthetic route of 55954-23-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (2016); A1;,
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Related Products of 41841-16-1,Some common heterocyclic compound, 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, molecular formula is C9H9BrO2, 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 diisopropylamine (2.2 g, 21.8 mmol) in THF (20 mL), was added n-BuLi in hexane (13.7 mL, 21.8 mmol) at -78 C, stirred for 1 hour at -78 C and 12 hours at RT, again cooled to -78 C, added a solution of methyl 2-(4-bromophenyl) acetate (2 g, 8.7 mmol) in THF (10 mL) followed by methyl iodide (1.61 g, 11.35 mmol) at -78 C. The reaction mixture was stirred at -78 C for 1 h and 12 h at room temperature. The reaction mass was quenched with saturated aq. ammonium chloride solution (10 mL) and extracted with ethyl acetate (2 x 10 mL). The combined organic layers were washed with water (2 x 15 mL), dried over sodium sulphate and then concentrated under reduced pressure. The residue was purified using column chromatography (silica gel, 2 % ethyl acetate in hexane) to afford Methyl 2-(4-bromophenyl)propanoate (38) as pale yellow liquid (1.4 g, 66 %); 1H NMR (400 MHz, CDCl3) delta 7.44 (d, J = 8.4 Hz, 2H), 7.18 (d, J = 8.4 Hz, 2H), 3.67 (t, J = 7.6 Hz, 3H), 3.64 (s, 1H), 1.48 (d, J = 7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3) delta 174.48, 139.49, 131.73, 129.27, 121.10, 52.14, 44.88, 18.47; IR (KBr) numax 2980.61, 2951.96, 1736.40 cm-1; ESI-MS: m/z 242.9 (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 Methyl 2-(4-bromophenyl)acetate, its application will become more common.

Reference:
Article; Bhatthula, Bharath kumar goud; Kanchani, Janardhan reddy; Arava, Veera reddy; Subha; Tetrahedron; vol. 75; 7; (2019); p. 874 – 887;,
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Adding a certain compound to certain chemical reactions, such as: 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate, 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 79669-50-4, Application In Synthesis of methyl 5-bromo-2-methyl-benzoate

To a I OL five necked flask fitted with condenser, stirrer bar, N2 inlet and bubbler was added methyl-5-bromo-2methylbenzoate (500.0 g, 2.18 mol, 1.0 eq.) and Nbromosuccinimide (Fluorochem, 388.5 g, 2.18 mol, 1.0 eq.)to a stirring solution of 1,2-dichloroethane (1.9 L). Themixture was heated to 90 C (oil bath). Azobisisobutyronitrile (5.0 g, 0.03 mol, 0.014 eq.) was dissolved into DCE (100 mL) and 20 mL was added into a dropping funnel. This was added slowly when the reaction mixture reached 85 C. When the violent reflux and foaming ceased, the remaining 80 mL was added in one portion to the reaction mixture and left to stir at 90 C for 1 hr. NMR showed the reaction to be complete with around 11% of starting material stillremaining. The reaction mixture was then cooled to room temperature using cardice in the oil bath and once the internal temperature had fallen to -30C, the reaction mixture was quenched with water (2.OL). After 5 minutes, two identical reaction mixtures were combined, transferred to a separating funnel and the organic layer was collected. The aqueous layer was extracted again using DCM (2 x 2.OL). All the organic layers were combined and washed with water (2L) andbrine (2L), dried with MgSO4, filtered and concentrated under vacuo to give an orange liquid (1.397 kg, 104%, from 2 x 500g runs).

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 5-bromo-2-methyl-benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; READER, Michael; WILSHER, Nicola Elizabeth; SAUNDERS, Mark Henry; BAGULEY, Paul Anthony; LINDLEY, Colin Thomas; MELLING, Robert Craig; ADAMCZYK, Bozena Ewa; SCARATI, Mirka; (117 pag.)WO2018/193410; (2018); A1;,
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Electric Literature of 609-12-1,Some common heterocyclic compound, 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, 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.

General procedure: Benzenesulfonamide (1.2mmol), ethyl alpha-bromophenylacetate or ethyl pheny-lacetate (2.4mmol), and toluene (4mL)werecombinedinasealedtubeequippedwith astirbar.Themixturewasstirredat50Cfor10min,TiCl4 (1.8 mmol) was added, andthereactionmixturewasheatedto115C.Afteravariableperiodoftimethe mixturewasdilutedwithH2O (10mL)toremovetheexcessofTiCl4, filtered,andextracted withAcOEt(3¡Á15mL). The combined organic layers were dried over anhydrous Na2SO4 and thesolventwasevaporatedinvacuo.Crudecompoundswere purified by flash column chromatography (silicagel;cyclohexane=AcOEt 8:2). 2-Bromo-3-methyl-N-(phenylsulfonyl)butanamide (4a). Yellowish oil, 98% yield. IR (KBr)3590, 3530, 3236, 2970, 2876, 1719, 1450, 1352, 1174, 1085, 865 cm-1; 1H NMR (CDCl3) d 0.93(d, 3H, J 6.3 Hz, CH3), 0.96 (d, 3H, J 6.9 Hz, CH3), 2.21 (octuplet, 1H, CH3CHCH3), 4.10 (d, 1H, J5.7 Hz, CHBr), 7.56 (t, 2H, J 8.1 Hz, CH Ar), 7.67 (t, 1H, J 7.8 Hz, CH Ar), 8.07 (d, 2H, J 7.2 Hz,CH Ar), 8.91 (broad s, 1H, NH); 13C NMR (CDCl3) d 18.8 (CH3), 20.2 (CH3), 32.5 (CH3CHCH3),58.2 (CHBr), 128.5 and 129.0 (CH Ar), 134.3 (CS Ar), 137.7 (CH Ar), 166.0 (CONH); Anal calcdfor C11H14BrNO3S: C 41.26; H 4.41; N 4.37; found C 41.23; H 4.43; N 4.36 %.

The synthetic route of 609-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ammazzalorso, Alessandra; Tricca, Maria Luisa; Bruno, Isabella; De Filippis, Barbara; Di Matteo, Mauro; Fantacuzzi, Marialuigia; Giampietro, Letizia; Maccallini, Cristina; Mollica, Adriano; Amoroso, Rosa; Synthetic Communications; vol. 45; 22; (2015); p. 2546 – 2554;,
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Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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. Computed Properties of C9H9BrO2

Step (vi); Methyl 3-cyanophenylacetate; [Show Image] The compound 10.65g (46.5mmol) obtained in step (v) and zinc cyanide 3.44g (29.3mmol) were dissolved in DMF 120ml and stirred at room temperature for 30 minutes under an atmosphere of nitrogen. Thereto was added tetrakis(triphenylphosphine)palladium 2.15g (1.86mmol) and the mixture was refluxed at 90C for 3 hours under an atmosphere of nitrogen. After lowering the temperature and filtration over Celite, the filtrate was concentrated. The residue was extracted with ethyl acetate, washed with 2N aqueous ammonia (50ml) and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (SiO2 200g, eluent : Hexane/EtOAc=9/ 1) to give the object compound 4.28g as a pale yellow oil. Yield 53% 1H NMR (CDCl3) delta 7.52 (4H, m), 3.72 (3H, s), 3.67 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1939202; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 294190-18-4,Some common heterocyclic compound, 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, molecular formula is C9H10ClNO2, 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.

[01783] Step 1 : Synthesis of methyl 3-(((l r,4r)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate[01 784] To a stirred solution of methyl 3-amino-5-chloro-2-methyl benzoate (5.0 g, 25 mmol) and tert-butyl (4-oxocyclohexyl)carbamate (6.95 g, 32.6 mmol) in 25 ml of dichloroethane, was added acetic acid (9.0 mL, 450.75 mmol) at room temperature. The reaction mixture was cooled and sodium triacetoxyborohydride (22.8 g, 108 mmol) was added and the mixture stirred at room temperature overnight. The mixture was neutralized with sat. NaHC03 and extracted with DCM. The combined organic phases were dried over a2S04, concentrated under reduced pressure and the product isomers separated by silica gel (100-200) column chromatography to give the less polar as m-isomer, methyl 3-((( l s,4s)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate (5.2 g, 52%) and the more polar title compound /rara-isomer, methyl 3-(((l r,4r)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate (3.5 g, 35%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-5-chloro-2-methylbenzoate, its application will become more common.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics