Tag: M.W=100-200

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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 3-(dimethylamino)acrylate

Example 2To a solution of 17.8 g of triethylamine in 50 ml of toluene are added, at room temperature, first 5.7 g of trifluoroacetic acid and then 7.23 g of ethyl dimethylaminoacrylate. 14 g of trimethylacetyl chloride are metered into this solution which is stirred at room temperature for 6 h. The reaction mixture is poured onto 20 ml of water, the organic phase is removed, the organic phase is washed with 20 ml of water, and the combined aqueous phases are extracted once again with 10 ml of toluene. The combined organic phases are concentrated under reduced pressure. This affords 10.7 g (90% of theory) of ethyl 2-(trifluoroacetyl)-3-(dimethylamino)acrylate.

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; BAYER CROPSCIENCE AG; US2010/274049; (2010); A1;,
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These common heterocyclic compound, 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, 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. Computed Properties of C8H8FNO2

An aromatic amine 1d-2 (0.20 mmol), a platensimycin acid (0.10 mmol),2-(7-Azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HATU) (0.30 mmol) was added to the reaction flask and 1.0 ml was added.N,N-dimethylformamide, stirring at room temperature; slowly adding triethylamine (0.45 mmol), stirring for 12 hours, rotary evaporationSolvent to obtain a crude product, which is subjected to column chromatography to obtain a platensimycin analog2d-2, yield 43%.

The synthetic route of Methyl 5-amino-2-fluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changsha Tianci Bio-pharmaceutical Technology Co., Ltd.; Changsha Cihang Pharmaceutical Institute Co., Ltd.; Ha Yao Cihang Pharmaceutical Co., Ltd.; Duan Yanwen; Shen Ben; Huang Yong; Zhu Xiangcheng; Qiu Lin; Tian Kai; (39 pag.)CN107793388; (2018); A;,
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Synthetic Route 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.

t-Butyl phenyl carbonate (20 mL, 0.11 mole) was added drop-wise to a solution of N-(3-aminopropyl)-1,3-propanediamine (0.05 mole) in anhydrous DMF (50 mL). To this solution was added Et3N (5 mL). The resulting mixture was stirred at room temperature overnight. The mixture was poured into a phosphate buffer (2 L, 0.025 M K2HPO4 and 0.025 M NaH2PO4), and the resulted solution was adjusted to pH 3 with 2 M H2SO4 with vigorous stirring. The mixture was extracted with DCM (2×250 mL) and the organic extracts were discarded. The aqueous layer was basified with aq. 9 N NaOH; and then was extracted with DCM (3×250 mL). The organic extracts were dried over Na2SO4, concentrated under reduced pressure, and then dried under vacuum overnight to give the desired product (15 g, 90% yield). Di-t-butyloxy Triamine (III):To a solution of triamine (II) (0.05 mole) in DMF (50 mL) was added the t-butyl phenyl carbonate (2.3 eq.). The reaction mixture was stirred overnight at room temperature and poured into phosphate buffer (1 L of 0.05 M K2HPO4 and 0.05 M NaH2PO4). The pH was adjusted to 3 with 2 M H2SO4 and extracted with diethyl ether (3×250 mL). The aq. phase was made strongly alkaline with 10 N NaOH and extracted with DCM (4×250 mL). The organic phase was washed with brine, dried over sodium sulphate, and concentrated under reduced pressure to provide the bis protected triamine (III) as a white solid (yield 60%).

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; Affymax, Inc.; US2009/48147; (2009); A1;,
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Related Products of 87661-20-9, The chemical industry reduces the impact on the environment during synthesis 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, I believe this compound will play a more active role in future production and life.

To a solution of diisopropylamine (24.5 ml) in THF (300 ml) was added at -20 C n-butyllithium (1.6 M solution in hexane, 109 ml), the mixture was warmed to 0C for 30 min and cooled to -78 C. The solution was treated with a solution of cyclopropanecarboxylic acid tert-butyl ester (24.8 g, preparation described in St.W. Wright et al, Tetrahedron Lett. 38, 7345 1997) in THF (50 ml) and after stirring for 4 h at -78C a solution of (R)-2-methyl-propane-2-sulfmic acid [l-(2-fluoro-5-nitro-phenyl)-(E)-ethylidene]- amide (50.0g) in THF (50 ml) was added and stirring was continued for 4 h. The mixture was quenched with brine, extracted with ethyl acetate, the organic layer was dried and evaporated. The residue was purified by chromatography over silica using cyclohexane /ethylacetate (4: 1) to give 1 -[(S)- l-(2-fluoro-5-nitro-phenyl)- 1 -((R)-2-methyl-propane-2-sulfinylamino)-ethyl]- cyclopropanecarboxylic acid tert-butyl ester (17.3 g) as a pale brown oil. MS (ESI): m/z = 429.3 [M+H]+.

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 cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BANNER, David; HILPERT, Hans; MAUSER, Harald; MAYWEG, Alexander V.; ROGERS-EVANS, Mark; WO2011/70029; (2011); A1;,
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Some common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, molecular formula is C8H12O2, 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. HPLC of Formula: C8H12O2

Formation of Methyl-1-methylcyclohex-2-ene-1-carboxylate (66a) (2554) To a cold (0 C.) solution of freshly distilled N-isopropylpropan-2-amine (4.20 mL, 29.96 mmol) in THF (150 mL) under argon was added dropwise nBuLi (12.65 mL of 2.2 M solution, 27.82 mmol). After 15 min the solution was cooled to 78 C. and dry HMPA (4.84 mL, 27.82 mmol) was added. The mixture was stirred for 30 min at 78 C. and methyl cyclohexene-1-carboxylate (3.00 g, 21.40 mmol) was then added. After stirring an additional 10 min, methyl iodide (2.00 mL, 32.10 mmol) was added. The solution was then allowed to warm to 5 C. over 2 h. An aqueous saturated solution of NH4Cl was poured into the orange mixture. After dilution with hexanes and washing with brine, the organic layer was dried over Na2SO4 and carefully evaporated to 3.3 g of generate methyl 1-methylcyclohex-2-ene-1-carboxylate, 66a, which was used without further purification. (2555) 1H NMR (300 MHz, CDCl3) delta 5.77 (dt, J=10.1, 3.5 Hz, 1H), 5.66 (s, 1H), 3.71-3.58 (m, 3H), 2.16 (ddd, J=12.9, 7.0, 3.4 Hz, 1H), 2.03-1.88 (m, 2H), 1.72-1.53 (m, 2H), 1.49-1.37 (m, 1H), 1.32-1.14 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18448-47-0, its application will become more common.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Charifson, Paul S.; Clark, Michael P.; Bandarage, Upul K.; Bethiel, Randy S.; Court, John J.; Deng, Hongbo; Davies, Ioana; Duffy, John P.; Farmer, Luc J.; Gao, Huai; Gu, Wenxin; Jacobs, Dylan H.; Kennedy, Joseph M.; Ledeboer, Mark W.; Ledford, Brian; Maltais, Francois; Perola, Emanuele; Wang, Tiansheng; Wannamaker, M. Woods; Byrn, Randal; Zhou, Yi; Lin, Chao; Jiang, Min; Jones, Steven; Germann, Ursula A.; Salituro, Francesco G.; Kwong, Ann Dak-Yee; (411 pag.)US9345708; (2016); B2;,
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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. 35613-44-6, name is Methyl 2-(2-aminophenyl)acetate, A new synthetic method of this compound is introduced below., SDS of cas: 35613-44-6

Preparation of 1 -(1 -(i-methyl-i ,2-dihydroacenaphthylen- 1 -yl)piperidin-4-yl)indolin-2- one (Compound 23-10)[00381j To a solution of 1 -(i-methyl-i ,2-dihydroacenaphthylen- 1 -yl)piperidin-4-one Compound 23-9 (132.68 mg, 0.5 mmol) and methyl 2-(2-aminophenyl)acetate (247.49 mg, 1.5 mmol) in 15 mL of dichioromethane was added acetic acid (150.0mg, 2.5 mmol). The mixture was stirred for 1.5 h at room temperature. Sodium triacetoxyborohydride (316.5 mg, 1.5 mmol) was added into the mixture and stirred2 h at room temperature. Then the reaction mixture was heated to 30C and stirred overnight. The mixture was washed with water (20 mL x 2), and sat. sodium carbonate (20 mL x 2), brine (20 mL x 2). The organic layer were dried over anhydrous sodium sulfate and evaporated in vacuum to afford the crude product. The crude product was purified by silica gel chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 2) to obtain 1 -(1 -(1-methyl-i ,2-dihydroacenaphthylen- 1 -yl)piperidin-4-yl)indolin-2- one(Compound 23-10, 101.5 mg, yield 53 %) as a white solid. ESIMS (mlz): 382 [M+H].

The synthetic route of 35613-44-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FANG, Qun, Kevin; SPEAR, Kerry, L.; CAMPBELL, Una; WO2014/106238; (2014); A1;,
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Electric Literature of 106-65-0,Some common heterocyclic compound, 106-65-0, name is Dimethyl succinate, molecular formula is C6H10O4, 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 5-Methoxycarbonylmethyl-2-thiouracil (181): A mixture of sodium methoxide (13.5 g, 0.25 mol) in 200 mL of diethyl ether was cooled to 0 00 and it was added slowly to a stirred mixture ofdimethyl succinate 178 (36.5 g, 0.25 mol) and ethyl formate (18.5 g, 0.25 mol). The reaction mixture was stirred at 0 CC for 3 h, and at room temperature overnight. The solvent was evaporated, and the residue was washed thoroughly with petroleum ether resulting intermediate 180. The crude intermediate 180 was dissolved in methanol, and 19 g (0.25 mol) of thiourea was added. The reaction mixture was refluxed overnight. It was filtered, and the solid was washed with methanol. The filtrate was concentrated underreduced pressure. Flash chromatographic purification on a silica gel column resulting in the desired product 181 in 20% yield.

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

Reference:
Patent; MODERNA THERAPEUTICS, INC.; ROY, Atanu; CONLEE, Christopher, R.; DE FOUGEROLLES, Antonin; FRALEY, Andrew, W.; (766 pag.)WO2015/196130; (2015); A2;,
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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. 120-61-6, name is Dimethyl terephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Dimethyl terephthalate

Dimethyl terephthalate (h) 10g (51. 5mmol) ethanol, 15 ml, is dissolved in a mixed solvent of chloroform 10 ml, hydrate alkylhydrazine 1 25 therein. Adding 8g (515mmol), 4 is made to circulate heating time. After cooling, the solid is separated by filtration in a reaction solution, using ethanol 10 ml, filter to 2 times after washing, drying under reduced pressure, 10g of compound (i) is obtained.

The synthetic route of 120-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC Corporation; Sasada, Yasuyuki; Minowa, Tetsuharu; (45 pag.)JP5664479; (2015); B2;,
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Adding a certain compound to certain chemical reactions, such as: 10259-22-0, name is Ethyl 3-methoxybenzoate, 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 10259-22-0, category: esters-buliding-blocks

General procedure: Hydrazides (30-58) were synthesized by one pot conventionalmethod24 Benzoic acid or its derivative (10 mmol) was dissolvedin ethanol (20 mL). Sulfuric acid (3 N, 2 mL) was added and thereaction contents were refluxed for six hours. The reaction wasmonitored with TLC. After the completion of the reaction, the reactionmixture was neutralized by adding solid NaHCO3, and filteredto remove excess of NaHCO3. In the neutralized reaction mixture which contains ethyl ester, hydrazine monohydrate (1.5 mL,3 mmol) was added and refluxed for 3-6 h to complete the reaction.Ethanol and unreacted hydrazine were removed by distillationupto 1/3 volume. The reaction contents were cooled, filteredand recrystallized from methanol to obtain the desired hydrazidecrystals (see Supporting information).

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 3-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mehr-Un-Nisa; Munawar, Munawar A.; Chattha, Fauzia A.; Kousar, Samina; Munir, Jawaria; Ismail, Tayaba; Ashraf, Muhammad; Khan, Misbahul A.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 6014 – 6024;,
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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. 1260092-46-3, name is tert-Butyl 3-(2-aminoethoxy)propanoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H19NO3

Intermediate 214-{5-[2-(2-tei”i-Butoxycarbonyl-ethoxy)-ethylcarbamoyl]-2-hydroxy-phenyl}-4-phen piperidine-l-carboxylic acid ieri-but esterA solution of Intermediate 20 (115 mg, 0.29 mmol), Intermediate 18 (60 mg, 0.32 mmol) and DIPEA (111 mu^, 0.64 mmol) in DMF (5 mL) was treated dropwise with a solution in DMF (1 mL) of HATU (122 mg, 0.32mmol). The reaction mixture was stirred at RT for 3 h then partitioned between water and EtOAc, and the organic extract was further washed with water, dried (Na2S04), filtered and concentrated in vacuo. The crude product was purified by chromatography eluting with 0-50% EtOAc in cyclohexane (90 mg, 78 %).LCMS (Method 2): Rt 4.69 min, m/z 569 [M+H]+

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; ASTRAZENECA AB; PULMAGEN THERAPEUTICS (SYNERGY) LIMITED; DONALD, David, Keith; JENNINGS, Andrew, Stephen, Robert; RAY, Nicholas, Charles; ROUSSEL, Fabien; SUTTON, Jonathan, Mark; TISSELLI, Patrizia; WILSON, Michelle; WO2011/48409; (2011); A1;,
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