Month: January 2021

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. 19056-40-7, name is 4-Bromo-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromo-3-methoxyaniline

2-(2-chlorophenylaminoacetic acid (lSOmg. 808 imoD and 4-bromo-3-methoxyaniline (171 mg, 849 imol) were combined with dichloromethane (10 m). At 0¡ãC N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (163 mg, 849 imol) was added. The reaction mixture was stirred at O ¡ãC for 30 mm, then at RT oyernight. The mixture was poured on water (20 ml) and extracted with dichloromethane (3 x 15 ml). chromatography (silicagel, ethyl acetate / heptane = 20:80 to 50:50) yielded N-(4-bromo-3-methoxyphenyl)-2-(2- chlorophenylamino)acetamide (225 mg, 75percent) as yellow solid. MS: mle =371.1 [M+H].

According to the analysis of related databases, 19056-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECCARELLI, Simona M.; JAGASIA, Ravi; JAKOB-ROETNE, Roland; PETERS, Jens-Uwe; WICHMANN, Juergen; WO2014/79850; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, belongs to ethers-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 74654-07-2, COA of Formula: C7H17NO3

Synthesis of compound 2 is shown in Figure 3. The synthesis began with converting chloroacetonitrile (13) to the sulfonic acid and then to the sulfonyl chloride (14) in 13% yield over two steps. Sulfonyl chloride (14) was found to be relatively unstable and therefore was quickly reacted with amine-TEG (7) to give sulfonamide-TEG (15) in 86% yield. Sulfonamide-TEG (15) was then condensed with aldehyde (12) to give compound 2 in 73% yield. [00311] Characterization data:

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMYDIS DIAGNOSTICS; SARRAF, Stella; (168 pag.)WO2016/40891; (2016); A2;,
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Related Products of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

13. Alkylation step C [00257] In a 20 ml microwave vial containing III-2 (1 equivalent), alkyl halide (4 equivalents), KI (2 equivalents), and Cs2CO3 (2 equivalents) was added anhydrous DMF, 10 –>ml. This was heated under microwave conditions at 1200C for 60 minutes. The reaction was added to a seperatory funnel containing water and washed 3x with EtOAc. The combined organic layers were washed with saturated aqueous brine solution. The organic layer was dried with MgSU4 concentrated in vacuo. This was filtered through a silica plug, washed 3x with EtOAc, and concentrated in vacuo to yield III-3 (100 %). This material was used without further purification. 4-BROMO-N-(3-BROMO-4-(2,2-DIMETHOXYETHOXY)PHENETHYL)THIOPHENE-2- CARBOXAMIDE [00258] 1H NMR (400 MHz, DMSO-d6) delta 8.64 (t, J= 5.2 Hz, IH), 7.88 (s, IH), 7.75 (s, IH), 7.45 (d, J= 2.0 Hz, IH), 7.16 (dd, J= 8.4, 1.6 Hz, IH), 7.06 (d, J= 8.4, IH), 4.68 (t, J= 5.2 Hz, IH), 4.00 (d, J= 7.2 Hz, 2H), 3.42 (q, J= 6.0 Hz, 2H), 3.37 (s, 6H), 2.76 (t, J= 6.8 Hz, 2H).

The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; WO2009/152071; (2009); A1;,
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Electric Literature of 162705-07-9,Some common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, molecular formula is C18H21NO4, 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: DCC (0.47 mmol, 1.2 eq.); the N-Fmoc-protected amino acid (0.472 mmol, 1.2 eq) and HOBt¡¤H2O (0.47 mmol, 1.2 eq) were added to a solution of the 30-aminocombretastatin (0.39 mmol, 1 eq) in anhydrous DMF (1.3 mL). The reaction mixture was stirred under N2 atmosphere for 16 h. Then, it was ltered, and the ltrate was poured into a saturated aqueous NH4Cl solution and then extracted with AcOEt (3¡Á15 mL). The combined organic extracts were washed 2 times with water and brine and dried over anhydrous MgSO4. After ltration and evaporation of the solvent under reduced pressure, the resulting residue was chromatographed on silica gel with Hexanes-AcOEt (6:4) to aord the corresponding N-Fmoc-protected derivatives 7 and 9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, its application will become more common.

Reference:
Article; Agut, Rauel; Alberto Marco, J.; Carda, Miguel; Falomir, Eva; Gil-Edo, Raquel; Martin-Beltran, Celia; Murga, Juan; Pla, Alberto; Molecules; vol. 25; 3; (2020);,
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Synthetic Route of 450-88-4,Some common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, molecular formula is C7H6BrFO, 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.

Reference Example 29 (1) In 15 ml of N, N-dimethylformamide were dissolved 3.94 g of [2-BROMO-5-FLUOROPHENOL] and 1.62 ml of methyl iodide, slowly added thereto was 5.08 g of potassium carbonate under ice-cooling. The mixture was stirred at room temperature for 3 hours. After insoluble matters were removed by filtration, distilled water was added to the filtrate, and the mixture was extracted with diethyl ether and washed with saturated brine. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography- (hexane : ethyl acetate=19: [1-9] : 1), to give 4.10 g of [1-BROMO4-FLUORO-2-] methoxybenzene. MS (m/z): 204/206 [(M++L) O] (2) To 7 ml of tetrahydrofuran were added 486 mg of magnesium and trace of iodine, and dropped thereto was a solution of 4.10 g of the compound of the above [(1)] in 16 ml of tetrahydrofuran, to prepare Grignard reagent. To the solution, a solution of 1.96 g of 4-methoxypyridine in 7 ml of tetrahydrofuran was added dropwise under nitrogen atmosphere [AT-60C] or below. Subsequently, a solution of 3.75 g of benzyl chloroformate in 18 ml of tetrahydrofuran was added dropwise, and the mixture was stirred for 3 hours. The temperature of the mixture was raised to room temperature, and 40 ml of a 5% aqueous citric acid solution was added thereto. The mixture was extracted with ethyl acetate and washed with saturated brine. The organic layer was dried and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=2: [1-1] : 2), to give 3.15 g of [1-BENZYLOXYCARBONYL-2- (4-FLUORO-2-METHOXYPHENYL)-4-OXO-] 3,4-dihydro-2H-pyridine. MS (m/z): 356 [[M++1]] (3) In a mixed solution of 79 ml of ethanol and 6 ml of tetrahydrofuran was dissolved 3.15 g of the compound of the above (2), and added thereto was 706 mg of sodium borohydride and the mixture was stirred at room temperature for 6 hours. The reaction mixture was concentrated and distilled water was added to the residue. The mixture was extracted with chloroform, and the organic layer was dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform: acetone=19: [1-9] : 1), to give 1.62 g of [1-BENZYLOXYCARBONYL-2- (4-FLUORO-2-] methoxyphenyl)-4-hydroxypiperidine. MS (m/z): 360 [[M++1]] (4) In 20 ml of toluene was dissolved 1.62 g of the compound of the above (3), added thereto was 876 mg of 1, [1′-] carbonyldiimidazole and the mixture was stirred at [60C] for an hour. Added thereto was 1.09 ml of ethanolamine, and the mixture was stirred at [60C] for 6 hours. To the reaction mixture was added distilled water and the mixture was extracted with chloroform. The organic layer was dried and concentrated. The residue was purified by silica gel column chromatography (chloroform: acetone=4: [1-1] : 1), to give 1.81 g of [1-BENZYLOXYCARBONYL-2- (4-FLUORO-2-METHOXYPHENYL)-4- (2-] hydroxyethylaminocarbonyloxy) piperidine. MS (m/z): 447 [[M++L]] [(5)] In 20 ml of methanol was dissolved 1.81 g of the compound of the above (4), and added thereto was 90 mg of 10% palladium-carbon, and the mixture was stirred at room temperature for an hour under hydrogen atmosphere. After insoluble matters were removed by filtration, the filtrate was concentrated. To the residue was added diethyl ether and precipitates were collected by filtration, to give 1.30 g of [2- (4-FLUORO 2-METHOXYPHENYL)-4- (2-] hydroxyethylaminocarbonyloxy) piperidine as shown in Table 134 below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-fluoro-2-methoxybenzene, its application will become more common.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2003/99787; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, belongs to ethers-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 145903-31-7, HPLC of Formula: C10H13NOS

Synthon S26 was prepared according to methods described in U.S. patent application Ser. No. 10/680,988. Synthesis of S3 (Scheme 1): To a stirred solution of vinylsulfonic acid (22 mg, 0.2 mmol) in anhydrous CH2Cl2 (5 ml) is added thionyl chloride (2M in CH2Cl2, 0.1 ml, 0.2 mmol) The reaction mixture is stirred at room temperature overnight and evaporated under vacuum. The residue is dissolved in CH2Cl2 (5 ml). To this solution, a solution of S26 (20 mg, 0.1 mmol) in CH2Cl2 (3 ml) is added drop-wise at 0 C. The reaction mixture is stirred at 0 C. for one hour and at room temperature for another hour and washed with saturated sodium bicarbonate and 1N HCl. After removal of the solvent, the product S3 is purified by SiO2 column chromatography as a colorless oil (18 mg, 65%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; US2007/49572; (2007); A1;,
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These common heterocyclic compound, 538-86-3, name is (Methoxymethyl)benzene, 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. SDS of cas: 538-86-3

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 ¡ãC for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

The synthetic route of (Methoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
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Reference of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
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Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, belongs to ethers-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 41789-95-1, Formula: C9H13NO

Example 49 Preparation of (+)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt and (-)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt Step A: A solution of 2-naphthylacrylic acid (10.0 g, 50.4 mmol) and N-methylmorpholine (7.8 mL, 70.6 mmol) in anhydrous methylene chloride (307 mL) was cooled to -20 C. Isobutyl chloroformate (7.0 mL, 53.5 mmol) was added dropwise. After 90 minutes, a solution of (3-methoxybenzyl)methylamine (7.63 g, 50.45 mmol) in anhydrous methylene chloride (50 mL) was added dropwise. The reaction was allowed to warm to room temperature and stirred overnight. The reaction mixture was then washed with 1 M NaH2PO4.2H2O (2¡Á), H2O (2¡Á), and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (40:60 to 70:30 ethyl acetate/hexanes) yielded the desired amide (8.60 g, 51%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.95-7.55 (m, 6H), 7.52-7.45 (m, 2H), 7.35-7.20 (m, 1H), 7.10-6.75 (m, 4H), 4.73-4.69 (m, 2H), 3.81 (s, 3H), 3.14-3.08 (m, 3H).

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, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
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Application of 24332-20-5, 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 24332-20-5 as follows.

EXAMPLE 19 1-(2-Oxa)propyl-2-acetyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline. Formula: C1,H20 N2 O3 M=288.34 g.mol-1 To 5-methoxytryptamine (256 mg) dissolved in water (9 ml) are successively added hydrochloric acid (0.1 ml) and 1,1,2-trimethoxyethane (0.17 ml). The mixture is heated at reflux for 3 h. The medium is then diluted with hydrochloric acid solution (0.5 N, 40 ml). The aqueous phase is washed with ethyl acetate and then treated with 30% sodium hydroxide solution until the pH is basic. The mixture is then extracted three times with chloroform. After evaporation, 1-(2-oxo)propyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline is obtained.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cemaf; Laboratories Besins Iscovesco; US6048868; (2000); A;,
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