Category: 39503-58-7

Synthetic Route of 39503-58-7, These common heterocyclic compound, 39503-58-7, name is Methyl 5-bromo-2-methoxy-4-methylbenzoate, 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.

A solution of S2(12.8g, 48.8 mmol), N-bromosuccinimide (9.68 g, 54.78 mmol, 1.1 eq.), azobisisobutyronitrile (1.64 g, 9.96 mmol, 0.2 eq.) in carbon tetrachloride was heated at 70 C. After 14 h, solvent was removed and the residue purified by flash chromatography (Si02, 1 :9 ethyl acetate/hexanes) to afford S3 (13.92 g, 71.3 %) as a white amorphous solid. 1H NMR (500 MHz, CDC13) delta 7.91 (s, 1H), 7.60 (s, 1H), 7.00 (s, 1H), 3.99 (s, 3H), 3.90 (s, 3H).13C NMR (125 MHz, CDC13) delta 164.7, 159.0, 144.8, 135.5, 123.0, 114.6, 109.5, 56.7, 52.7, 39.3. HRMS (ESI+) m/z [M + H+] calcd for C10H11Br203, 336.9075, found 336.9079.

The synthetic route of 39503-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 39503-58-7, name is Methyl 5-bromo-2-methoxy-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

Amixture of methyl 5-bromo-2-methoxy-4-methylbenzoate (41,100 mg, 0.39 mmol), Zn(CN)2 (31.7 mg, 0.27 mmol), xantphos(2.23 mg, 0.0039 mmol), Pd2(dba)3 (21.2 mg, 0.0232 mmol) andN,N,N’,N’-tetramethylenediamine (8.97 mg, 0.0772 mmol) inanhydrous DMF (1 mL) was placed in a 5 mL tube. Nitrogen wasbubbled through the mixture for 5 min, then the tube was immediatelysealed and heated to 160 C (under microwave irradiations)for 200 s. The mixture was then cooled down to room temperatureand diluted with EtOAc (30 mL). The organic phase was washedwith brine (3*10 mL), dried over Na2SO4, filtered, and concentratedunder reduced pressure. The crude was purified by flash columnchromatography on silica gel (EtOAc in petroleum ether, 0%e50%)to afford the title compound (73 mg, 92%) as a white solid. 1H NMR(400 MHz, CDCl3): delta 8.09 (s, 1H), 6.89 (s, 1H), 3.97 (s, 3H), 3.90 (s,3H), 2.59 (s, 3H). MS m/z 206 [M+H]+.

The synthetic route of 39503-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lovering, Frank; Morgan, Paul; Allais, Christophe; Aulabaugh, Ann; Brodfuehrer, Joanne; Chang, Jeanne; Coe, Jotham; Ding, WeiDong; Dowty, Heather; Fleming, Margaret; Frisbie, Richard; Guzova, Julia; Hepworth, David; Jasti, Jayasankar; Kortum, Steve; Kurumbail, Ravi; Mohan, Shashi; Papaioannou, Nikolaos; Strohbach, Joseph W.; Vincent, Fabien; Lee, Katherine; Zapf, Christoph W.; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 606 – 621;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 39503-58-7, These common heterocyclic compound, 39503-58-7, name is Methyl 5-bromo-2-methoxy-4-methylbenzoate, 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.

A solution of S2(12.8g, 48.8 mmol), N-bromosuccinimide (9.68 g, 54.78 mmol, 1.1 eq.), azobisisobutyronitrile (1.64 g, 9.96 mmol, 0.2 eq.) in carbon tetrachloride was heated at 70 C. After 14 h, solvent was removed and the residue purified by flash chromatography (Si02, 1 :9 ethyl acetate/hexanes) to afford S3 (13.92 g, 71.3 %) as a white amorphous solid. 1H NMR (500 MHz, CDC13) delta 7.91 (s, 1H), 7.60 (s, 1H), 7.00 (s, 1H), 3.99 (s, 3H), 3.90 (s, 3H).13C NMR (125 MHz, CDC13) delta 164.7, 159.0, 144.8, 135.5, 123.0, 114.6, 109.5, 56.7, 52.7, 39.3. HRMS (ESI+) m/z [M + H+] calcd for C10H11Br203, 336.9075, found 336.9079.

The synthetic route of 39503-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 39503-58-7, 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. 39503-58-7, name is Methyl 5-bromo-2-methoxy-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Description 44Methyl 4-methyl-2-(methyloxy)-5-(trifluoromethyl)benzoate (D44)To a mixture of methyl 5-bromo-4-methyl-2-(methyloxy)benzoate (may be prepared as described in Description 43; 2.5 g, 9.65 mmol) in N,N-dimethylformamide (40 ml) was added copper (I) iodide (4.04 g, 21.23 mmol) and potassium trifluoroacetate (2.94 g, 19.30 mmol). Toluene (10 ml) was added and the mixture heated in Dean Stark apparatus at 170C for 45 minutes. The toluene was removed via the Dean Stark trap and the resulting mixture was heated for 18 hours at 170C. The mixture was diluted with water (10 ml) and ethyl acetate (20 ml) and the solid was removed using Celite. The filtrate was taken and the organic layer separated, dried (MgS04) and the solvent removed in vacuo. The residue was purified by column chromatography (Si02, 50% Cyclohexane/diethyl ether) to yield the title compound as a white solid. 1.76 g.MS (electrospray): m/z [M+H]+ 249

The synthetic route of Methyl 5-bromo-2-methoxy-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 39503-58-7, 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. 39503-58-7, name is Methyl 5-bromo-2-methoxy-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

The bromo derivative from above (44.5 g, 0.17 mol) was added in small portions to conc. H2SO4 (170 mL) and the mixture was stirred in an ice-salt bath until all SOLIDS DISSOLVED. CONC. HN03 (17 mL) was then added dropwise over 20 min and stirring continued for an additional hour in the ice bath. The reaction mixture was then slowly added to ice-water (2 L) and the precipitated yellow solid was collected by filtration. The solid was washed with water, NAHC03 solution and water again. After drying, the desired nitro derivative was obtained as an orange solid (36.8 g).

The chemical industry reduces the impact on the environment during synthesis Methyl 5-bromo-2-methoxy-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/65367; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics