Tag: M.W=200-300

Related Products of 107045-28-3, A common heterocyclic compound, 107045-28-3, name is tert-Butyl 4-(aminomethyl)benzoate, molecular formula is C12H17NO2, 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.

To a stirred solution of 2-(2,6-dioxopiperidin-3 -yl)-4-fluoroi soindoline- 1,3 -dione (2-1,200 mg, 0.724 mmol, 1 equiv) inNMP (3.6 mL, 0.2 M)was added DIPEA (525 jiL, 1.45 mmol,2 equiv) and tert-butyl 4-(aminomethyl)benzoate (165 mg, 0.796 mmol, 1.1 equiv). The reactionmixture was heated to 90 C overnight and then cooled to room temperature. EtOAc (50 mL)was added and the organic layer was washed with water (30 mL) and brine (3 x 30 mL), driedover Na2504, filtered, and concentrated in vacuo. The residue was purified by flash column

The synthetic route of 107045-28-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; BUCKLEY, Dennis; ISHOEY, Mette; WINTER, Georg; (195 pag.)WO2018/98280; (2018); 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. 2876-78-0, name is Methyl 1-Naphthaleneacetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 1-Naphthaleneacetate

General procedure: To a 5 mL Schlenk tube were added aryl / heteroaryl acetates 3 (1.0 mmol, 1.0 equiv.), vinyl diphenylsulfonium triflate (434.4 mg, 1.2 mmol, 1.2 equiv.) and DMSO (5 mL). The mixture was stirred at room temperature for 2 min and to the mixture was added DBU (456 mg, 3 mmol, 3.0 equiv.). The mixture was stirred for 12 hours at room temperature till the reaction was complete. To the resulting mixture was added saturated ammonium chloride solution (25 mL), and the mixture was then extracted with EtOAc (3 x 150 mL). The combined organic layers were washed with H2O (2 x 30 mL), dried with anhydrous sodium sulfate. After concentration, product 4 was purified using column chromatography on silica gel using an appropriate eluent.

According to the analysis of related databases, 2876-78-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhou, Mingwei; Hu, Yimin; En, Ke; Tan, Xuefei; Shen, Hong C.; Qian, Xuhong; Tetrahedron Letters; vol. 59; 14; (2018); p. 1443 – 1445;,
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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. 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

[3-F [ (4-CHLOROPHENYL)] (methyl) amino] [SULFONYL}-2-METHYLBENZOATE] (404 mg, 1.19 mmol) was suspended in dry [CH2C12] (10 mL) and DMF (10 [. L) UNDER N2.] The solution was treated with oxalyl chloride (Aldrich, 0.192 mL, 2.2 mmol) and stirred while gas evolved. After one hour the excess solvent and oxalyl chloride were evaporated and the resultant residue was taken up in dry [CH2C12] (10 mL). [METHYL-2-AMINO-5-] bromobenzoate (Aldrich, 230 mg, 1.0 mmol) was added as a solution in pyridine (3 mL) and the amber solution stirred at RT. After 2 hours [HPLC] indicated the reaction was complete. The mixture was diluted with CH2Cl2 (100 [ML)] and washed 2x with 1. OM HC1 followed by brine (100 mL each). The organic layer was evaporated and purified on a Biotage Flash 25M+ (40 g) silica cartridge using [CH2C12.] The combined fractions were evaporated and the product was dried under vacuum at [100 C] to afford 535mg (97%) of a glass-like [SOLID. 1H NMR] (400 MHz, DMSO-d6) 8 10.88 (s, 1 H), 8.05 (d, J= 8.9 Hz, [1] H), 7.99 (d, J= 2.3 Hz, 1 H), 7.93 (D, J= 7.5 Hz, 1 H), 7.86 (dd, J= 8.8, 2.4 Hz, 1 H), 7.80 (d, J= 7.3 Hz, 1 H), 7.57 (t, J= 7.9 Hz, 1 H), 7.45 (d, [J=8. 7HZ, 2H),] 7.29 (d, [J=8. 7HZ, 2H),] 3.83 (s, [3H),] 3.24 (s, [3H),] 2. [39] (s, [3 H).] 322 mg of the methyl ester solid was dissolved in hot dioxane (10 mL), and after cooling was treated with 1. OM [LIOH] (1.0 [ML,] 1.0 [MMOL).] After stirring overnight at RT the reaction was complete by [HPLC] and OAMS showed correct [M/Z] for the product. The solvent was evaporated and the residue was poured into 1. OM HC1 (100 mL) to afford a white precipitate. The product was extracted into EtOAc (125 [ML)] and washed 3x with [1.] OM HCl, and lx with brine (100 mL each). The organic layer was dried over [NA2S04,] filtered and evaporated to dryness. The crude product was re- [ CRYSTALLIZEDFROMHOTMEOH/ETOH. THERESULTANTPRODUCTWAS DRIEDAT 100 CUNDER] vacuum to afford 213 mg (68%) of white [CRYSTALS. 1H] NMR (400 MHz, DMSO-d6) [B] 11. [35] (s, 1 H), 8. [39] (d, [J=] 8.9 Hz, 1 H), 8.07 (d, [J=] 2.5 Hz, 1 H), 7.92 (dd, [J=] 8.1, 1. [0 HZ, 1 H),] 7.81-7. 89 (m, 2 H), 7.56 (t, [J= 7. 8 HZ, 1 H),] 7.41-7. 48 (m, 2 H), 7.24- 7.34 (m, 2 H), 3.23 (s, 3 H), 2.39 (s, [3 H).]

The synthetic route of 52727-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18414; (2004); A2;,
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These common heterocyclic compound, 135484-83-2, name is Methyl 2-amino-4-bromobenzoate, 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. COA of Formula: C8H8BrNO2

B. Ethyl-2-Bromo-3-benzenepropanoate To a solution of compound A (18 g, 79 mmol) and dimethylformamide (55 mg, 0.75 mmol) in dichloromethane (160 mL) cooled to 5 C. was added a solution of oxalyl chloride (80 mL, 2M in dichloromethane). After stirring for thirty minutes at 5 C., the solution was warmed to room temperature and stirred for an additional two hours. Ethanol (100 mL, absolute) was added slowly to the solution and after 15 minutes, the mixture was heated to reflux and held there for two hours. The ethanol was removed by distillation and the desired product was isolated by vacuum distillation (107-115 C. at 0.5 mm Hg) as a colorless oil (12.63 g, 49 mmol, 62%).

The synthetic route of Methyl 2-amino-4-bromobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US5225408; (1993); A;,
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Synthetic Route 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.

Step 30c: Methyl 4-(N-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl)sulfa- moyl)benzoate (Compound 1404)A mixture of 0108 (0.27 g, 1 mmol), 1403 (0.23 g, 1 mol) in pyridine (10 ml) was stirred at 0C for 3 h. Water was added to afford the crude product. The crude product was purified by flash column chromatography (EtOAc: petroleum ether = 1 : 10) to afford the pure product 1404 (0.35 g, 76 %): LCMS: 468 [M+l]+. 1H NMR (400MHz, DMSO-d6) delta 1.16 (s, 9H), 3.88 (s, 3H), 4.13 (s, 2H), 6.94 (s, IH), 7.91 (d, J= 5.1 Hz, 2H), 8.12 (d, J= 5.1 Hz, 2H), 12.06 (s, IH).

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2009/36016; (2009); A1;,
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Application of 99974-66-0, 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. 99974-66-0 name is Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, 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.

a) Diethyl 3-[(methylsulfonyl)oxy]-1,1-cyclobutanedicarboxylate A solution of diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (0.268 g, 0.00116 mol) in pyridine (7 mL) was cooled to 0 C. Methanesulfonyl chloride (0.11 mL, 0.160 g, 0.00140 mol) was added dropwise, keeping the temperature below 2 C. The mixture was stirred for four hours, and then poured into ice water (20 mL) and extracted with ethyl ether (2*10 mL). The combined organic layers were washed with water (3*10 mL) and brine (10 mL). The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo to give diethyl 3-[(methylsulfonyl)oxy]-1,1-cyclobutanedicarboxylate (0.302 g, 0.00102 mol) as a yellow oil.: 1H NMR (CDCl3, 400 MHz) 5.08-5.11 (m, 1H), 4.23 (q, 4H), 3.01 (s, 3H), 2.98-3.03 (m, 2H), 2.81-2.86 (m, 2H), 1.27 (t, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
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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. 3469-00-9, name is Methyl Diphenylacetate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl Diphenylacetate

(2) Preparation of 2,2-diphenylethanol To a 500mL three-opening flask was slowly added a solution of diisobutylaluminum hydride in toluene (282mL, 1mol/L) at -30C. After stirring, to the resulting mixture was slowly added a solution of methyl 2,2-diphenylacetate (21g, 92.8mmol) in dichloromethane dropwisely. After the completion of dropwise addition, the reaction was conducted at 25 C for 12 hours. After the completion of reaction monitored by TLC, to the resulting mixture was slowly added methanol (10mL), dichloromethane (100mL) and an aqueous sodium hydroxide solution (100mL, 1mol/L) at -20C. After the completion of reaction, to the reaction solution was added dichloromethane for extraction. The organic phase was washed with water, dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce 2,2-diphenyl ethanol (17 g) in a yield of 92.4 %.

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 3469-00-9.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; ZHANG, Hui; FAN, Mingwei; SUN, Liang; EP2703398; (2014); 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 14062-25-0 as follows. name: Ethyl 2-(4-bromophenyl)acetate

Step A: Ethyl 2-(4-bromophenv0-2-methylpropanoateTo a stirred solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41 mmol) in THF(80 mL) under nitrogen was added sodium hydride (4.9 g, 60 %, 123 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 30 minutes before the addition of iodomethane (17 g, 123 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for additional 1 hour before the reaction was quenched with saturated NH4CI aqueous solution (20 mL) at 0 C. The solution was extracted with EtOAc(3xl00 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on silica gel (eluting with 1-2 % EtOAc/hexane) to afford the title compound as a light yellow oil. ? NMR (400 MHz, CDC13) delta 7.46 (d, J= 6.8 Hz, 2H), 7.24 (d, J= 6.8 Hz, 2H), 4.14 (q, J= 7.2 Hz, 2H), 1.58 (s, 6H), 1.20 (t, J= 7.2 Hz, 3H). MS ESI: [M+H]+ m/z 271, 273.

According to the analysis of related databases, 14062-25-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); 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. 849758-12-9, name is Methyl 4-bromo-3-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H6BrFO2

Step b) Methyl 4-acetoxy-3-fluorobenzoate (9b) Allyl chloride (105 muL, 1.28 mmol) and TFA (20 muL, 0.26 mmol) were added to a suspension of zinc dust (480 mg, 7.34 mmol) and anhydrous cobalt(II) bromide (96.6 mg, 0.44 mmol) in MeCN (4 mL), under inert gas. After stirring at room temperature for 10 min, the aryl bromide (1.003 g, 4.30 mmol dissolved in 5 mL MeCN) from (a) was added, followed by acetic anhydride (0.45 mL, 4.79 mmol) and more MeCN (1 mL). The mixture was stirred overnight, quenched with 1M HCl (20 mL), and then extracted with EtOAc (3*20 mL). The organic phase was washed successively with saturated aqueous NaHCO3 (20 mL) and saturated NaCl (2*20 mL), dried (Na2SO4), and concentrated. Flash chromatography (silica, 6/1 to 4/1 petroleum ether-EtOAc gave recovered bromide (161.1 mg, 16%) and the desired ketone (white solids, 305.5 mg, 36%). NMR (CDCl3) delta ppm: 1H (400 MHz) 7.94-7.86 (m, 2H), 7.80 (dd, 1H, J=11.2, 1.6 Hz), 3.95 (s, 3H), 2.67 (d, 3H, J=4.4 Hz); 19F (376 MHz)-109.2 (m); 13C (100 MHz) 195.4 (d, J=3.7 Hz), 165.1 (d, J=2.2 Hz), 161.6 (d, J=255 Hz), 135.8 (d, J=8.1 Hz), 130.7 (d, J=2.9 Hz), 129.0 (d, J=14 Hz), 125.2 (d, J=3.6 Hz), 117.9 (d, J=26 Hz), 52.7 (s), 31.4 (d, J=7.3 Hz).

According to the analysis of related databases, 849758-12-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nilsson, Magnus; Oden, Lourdes; Kahnberg, Pia; Grabowska, Urszula; US2009/23748; (2009); A1;,
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Some common heterocyclic compound, 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, molecular formula is C13H27NO5, 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. Product Details of 252881-74-6

[3918] 150 mg (541 flillOl) oftert-butyl3-{2-[2-(2-aminoethoxyl)ethoxy ]ethoxy }propanoate were dissolved in 3 ml ofdichloromethane, 1.5 ml of trifluoroacetic acid were added,and the reaction mixture was stirred at RT for 1 h, thenconcentrated. 181 mg ( 100% of theory) of the title compoundwere obtained.[3919] MS (EI): m/z 222 (M+Ht

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 252881-74-6, its application will become more common.

Reference:
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (2015); A1;,
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