Month: April 2021

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. 19500-02-8, name is 3-Methoxy-2-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Methoxy-2-methylaniline

Part A. Preparation of N-tert-butoxycarbonyl-3-methoxy-2-methylaniline. A solution of 44.4 g (344 mmol) of 3-methoxy-2-methylaniline and 75 g (344 mmol) of di-tert-butyl dicarbonate in 400 mL of THF was heated to maintain reflux for 4 hours. After concentrating at reduced pressure, the residue was taken up in ethyl acetate, washed with 1N citric acid, water and dried (MgSO4). After removing the solvent at reduced pressure, the residue was crystallized from hexane to give 64.5 g (84percent yield) of N-tert-butoxycarbonyl-3-methoxy-2-methylaniline, mp, 56°-57° C. Analysis for C13 H19 NO3: Calculated: C, 65.80; H, 8.07; N, 5.90 Found: C, 63.32; H, 7.83; N, 5.56.

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.

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 332-48-9 as follows. SDS of cas: 332-48-9

EXAMPLE 7Synthesis of 2-(2-(2-(4-fluorophenoxy)ethyl)-2/T-tetrazol-5-yl)-4-methyl-J/V-(pyridin-3-ylmethyl)thiazole-5-carboxamide and 2-(l-(2-(4-fluorophenoxy)ethyl)-l£-r-tetrazol-5-yl)-4-methyl-lambdaf-(pyridin-3-ylmethyl)thiazole-5-carboxamideTo a mixture of 4-methyl-lambdar-(pyridin-3-ylmethyl)-2-(2//-tetrazol-5-yl)thiazole-5- carboxamide (0.10 g, 0.33 mmol) and potassium carbonate (0.069 g, 0.50 mmol) in NJV- dimethylformamide (2 mL) was added l-(2-bromoethoxy)-4-fluorobenzene (0.08 mL, 0.37 mmol). The reaction mixture was stirred at ambient temperature for 17 hours, diluted with ethyl acetate (15 mL) and washed with brine (5 mL). The organic solution was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate). Compound 2-(l-(2-(4- fluorophenoxy)ethyl)-lH-tetrazol-5-yl)-4-methyl-lambdar-(pyridin-3-ylmethyl)thiazole-5- carboxamide was first eluted from the column and isolated as a white solid (0.010 g, 7%): 1H NMR (300 MHz, CDCl3) delta 8.61-8.55 (m, 2H), 7.77-7.68 (m, IH), 7.37-7.28 (m, IH), 7.03-6.88 (m, 2H), 6.86-6.74 (m, 2H), 6.49 (t, J= 5.8 Hz, IH), 5.06 (t,J= 5.3 Hz, 2H), 4.65 (d, J= 5.8 Hz, 2H), 4.55 (t, J= 5.3 Hz, 2H), 2.79 (s, 3H); MS (ES+) m/z 440.3 (M + 1 ). Compound 2-(2-(2-(4-fluorophenoxy)ethyl)-2H-tetrazol-5-yl)-4-methyl-N-(pyridin-3- ylmethyl)thiazole-5-carboxamide was second eluted from the column and isolated as a white solid (0.02 g, 14%): mp 137-138 0C (ethyl acetate); 1H NMR (300 MHz, CDCl3) delta 8.59 (br s, IH), 8.54 (br s, IH), 7.76-7.65 (m, IH), 7.35-7.26 (m, IH), 6.94-6.86 (m, 2H), 6.72-6.66 (m, 2H), 6.58 (t, J= 5.8 Hz, IH), 5.31 (t, J= 5.4 Hz, 2H), 4.64 (d, J= 5.8 Hz, 2H), 4.45 (t,J= 5.4 Hz, 2H), 2.72 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 161.3, 160.2, 157.8, 157.2, 153.8, 153.7, 153.7, 149.2, 149.2, 135.8, 127.7, 116.2, 115.9, 115.8, 65.6, 53.0, 41.8, 17.5; MS (ES+) m/z 440.3 (M + 1).

According to the analysis of related databases, 332-48-9, the application of this compound in the production field has become more and more popular.

4463-59-6, name is 1-(2-Bromoethoxy)-2-methoxybenzene, belongs to ethers-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. Computed Properties of C9H11BrO2

EXAMPLE 68 4-Benzyl-1-[2-(2-methoxyphenoxy)ethyl]piperidine STR105 From 1-(2-Bromoethoxy)-2-methoxybenzene (515 mg, 2.23 mmol) and 4-benzylpiperidine (785 mg, 4.48 mmol) there was obtained 560 mg (85%) of the amine as a yellowish oil. 1 H NMR (CDCl3): 1.27-1.40 (m, 2H), 1.47-1.58 (m, 1H), 1.62-1.66 (m,2H), 1.99-2.06 (m, 2H), 2.543 (d, 2H, J=7), 2.745 (t, 2H, J=6), 2.95-2.99 (m, 2H), 3.760 (s, 3H), 4.041 (t, 2H, J=6), 6.79-6.85 (m, 4H), 7.13-7.30 (m, 5H). The hydrochloride, mp 165-6 C.

The synthetic route of 4463-59-6 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 452-08-4, 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. 452-08-4, name is 2-Bromo-4-fluoro-1-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 107 9-Fluoro-1,2-dihydro-2,2,4-trimethyl-5-coumarino[3,4-f]quinoline (Compound 207, structure 41 of Scheme XI, where R1 =H, R2 =F). 5-Fluoro-2-methoxyphenylboronic acid (structure 37 of Scheme XI, where R1 =H, R2 =F) In a 200-mL flask, a solution of 2-bromo-4-fluoroanisole (Aldrich: 4.00 mL, 30.8 mmol) in THF (50 mL) was cooled to -78 C. (CO2 /IPA). To this solution n-BuLi (Aldrich: 2.5M in hexanes; 12.4 mL, 31 mmol, 1.0 equivuiv) was added dropwise over a 30 min period. The reaction mixture was stirred at -78 C. for 60 min and treated with trimethylborate (Aldrich: 10.5 mL, 92.4 mmol, 3.0 equivuiv). The reaction mixture was allowed to slowly warm to rt, stirred overnight (12 h), and cooled to 0 C. (ice/H2 O). The solution was treated with 5% HCl until the pH reached 6. The reaction mixture was poured into sat’d NH4 Cl (80 mL) and extracted with CH2 Cl2 (3*100 mL). The extracts were washed with sat’d NH4 Cl (1*80 mL), combined, dried (MgSO4), filtered through a pad of Celite, and concentrated to afford 4.90 g (94%) of a white semi-solid. Data for 5-fluoro-2-methoxyphenylboronic acid: 1 H NMR (400 MHz, acetone-d6): 7.47 (dd, J=8.8, 3.3, 1 H); 7.17 (m, 1 H); 7.05 (dd, J=9.0, 3.9, 1 H); 3.93 (s, 3 H).

The synthetic route of 2-Bromo-4-fluoro-1-methoxybenzene has been constantly updated, and we look forward to future research findings.

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. 458-03-7, name is 1-Ethoxy-3-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Ethoxy-3-fluorobenzene

First Step In a reaction vessel under a nitrogen atmosphere, 14.5 g (103 mmol) of 1-ethoxy-3-fluorobenzene (No. 1) was dissolved into 150 mL of THF. At a temperature of -70 C. or lower, 100 mL (102 mmol) of s-butyllithium (1.02 M cyclohexane solution) was added dropwise to the solution, and the resultant mixture was stirred for 1 hour, and then a THF (50 mL) solution of 14.0 mL (110 mmol) of trimethylsilyl chloride was added dropwise thereto. The resultant mixture was stirred for 1 hour, and then the reaction mixture was poured into 300 mL of aqueous solution of ammonium chloride subjected to ice-cooling, and then liquids were separated. An aqueous layer was extracted with 100 mL of hexane twice, organic layers were combined, washed with water and saturated brine, dried over anhydrous sodium sulfate, and then a solvent was evaporated under reduced pressure. A residue was treated on silica gel column chromatography (silica gel:400 g, eluate:heptane), and then subjected to vacuum distillation (136 C., 50 mmHg), and thus 14.1 g (66.2 mmol, yield 64 mol %) of 1-ethoxy-3-fluoro-trimethylsilylbenzene (No. 2) was obtained.

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.

116557-46-1, name is 3-Bromo-2-methoxyaniline, belongs to ethers-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. Product Details of 116557-46-1

To a solution of 3-bromo-2-methoxyaniline (20 g) in 1N hydrochloric acid (400 mL) was added a solution of sodium nitrite (7.2 g in 720 mL of water) at about 0 C. to about 5 C. under stirring. The reaction mixture was stirred for about 15 minutes at about 5 C. Then ethyladetoacetate (12.9 g) was added to the reaction mixture and stirred for about 15 minutes at about 0 C. to about 5 C. Sodium bicarbonate solution (27.5 g in 300 mL water) and ethanol (400 mL) was then added to the reaction mixture. The reaction mixture was allowed to warm to about room temperature and stirred for about 2 hours. The mixture was filtered, washed with water (200 mL) and dried to get yellowish solid. Yield: 33 g; Melting point: 75.9-77.1 C.; Purity (HPLC): 99.12% IR: 3421, 1706, 1684, 1517, 1215, 1093, 980 cm-1; Mass: m/z 342.88 [M+] and 344.86 [M+2] 1H NMR (300 MHz in CDCl3): delta 12.86 (s, 1H), 7.58-7.61 (d, 1H), 7.30-7.33 (d, 1H), 7.02-7.07 (m, 1H), 4.31-4.43 (q, 2H), 3.95 (s, 3H), 2.5 (s, 3H), 1.38-1.43 (t, 3H)

The synthetic route of 116557-46-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 6851-80-5, These common heterocyclic compound, 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, 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.

General procedure: A mixture of the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL × 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

Statistics shows that 1-(2-Methoxyphenyl)-N-methylmethanamine is playing an increasingly important role. we look forward to future research findings about 6851-80-5.

Some common heterocyclic compound, 1116-77-4, name is 4,4-Diethoxy-N,N-dimethyl-1-butanamine, molecular formula is C10H23NO2, 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. Formula: C10H23NO2

Example 3: Reaction of 4-(1.2.4-triazol-l-yl-methyl)phenyl-hydrazine (IV) with 4-N.N- dimethylamino-butyraldehyde diethyl acetal (X) (Fischer indole synthesis); To the aqueous hydrazine (IV) solution obtained in example 2, cone, sulfuric acid (4.371) was added and the temperature of the reaction mixture was maintained for 2 hours at 65- 700C. After cooling to 20-250C, 4-N,N-dimethylamino-butyraldehyde diethyl acetal (X) (3.15kg) was added. The reaction was heated to 700C and maintained for 3-4 hours. After completion of the reaction, the reaction mixture was allowed to cool to 15-200C. To this mixture, 25% aq. ammonia (7.251) was added to adjust the pH to 8.5-9. The solution was extracted with ethyl acetate (4 x 12.251). A solution of succinic acid (2.45kg) in water (301) was added to the ethyl acetate extract. The mixture was stirred for 15 minutes. The aqueous layer was separated and washed with ethyl acetate (2 x 51). The aqueous layer was basified with 20% aq. NaOH to adjust the pH to 8.5-9. The solution was extracted with ethyl acetate (4 x 51). The combined ethyl acetate extracts were concentrated to give rizatriptan free base (VII) as oil (2.8kg, 75.5% from 4-(l,2,4-triazol-l-yl- methyl)phenylamine (IT)). Purity = 99.7-99.9% (as measured by HPLC).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1116-77-4, its application will become more common.

Reference of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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 a stirred solution of substituted aniline (1 eq) in methanol (3 mL), oxetan-3-tert-butylsulfinimine (1.5 eq) was added under argon atmosphere. Reaction mixture was heated at 60 C for appropriate time (Table 2). After the completion of reaction (TLC), reaction mixture was then concentrated. To the resulting residue water was added and then extracted with ethyl acetate (2 X 3 mL). Organic layer was then dried over anhydrous sodium sulphate and filtered. Solvent was removed under reduced pressure. The resulting products were then purified by chromatography using n-hexane?ethyl acetate (7:3) to afford pure 2-methyl-N-[(3-phenylamino)oxetan-3-yl]-2-propanesulfinamide derivatives. All synthesized compounds were characterized by IR, 1H-NMR, HRMS and 13C-NMR spectroscopic techniques.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Related Products of 38336-04-8, A common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, 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 13-4, Preparation of tert-butyl (3R)-4-[3-({[2-(benzyloxy)ethyl]amino}methyl)-2′-ethoxy-[1,1′-biphenyl]-4-yl]-3-ethylpiperazine-1-carboxylate To a solution of tert-butyl (3R)-4-{2′-ethoxy-3-formyl-[1,1′-biphenyl]-4-yl}-3-ethylpiperazine-1-carboxylate (30 mg, 0.07 mmol) and 2-(benzyloxy)ethan-1-amine (21 mg, 0.14 mmol) in DCM (2.0 mL) was added NaBH(OAc)3 (44 mg, 0.21 mmol, 3 eq.). The resulting mixture was stirred at rt for 30 min and diluted with H2O (20 mL). The resulting solution was extracted with EtOAc (3*). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to afford the desired product (25 mg, 64%). LCMS (M+H)+=574.4.

The synthetic route of 38336-04-8 has been constantly updated, and we look forward to future research findings.