Category: 4393-09-3

Reference of 4393-09-3, 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. 4393-09-3 name is (2,3-Dimethoxyphenyl)methanamine, 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.

To the mixture of 5-nitro-furan-2-carbonyl chloride (877 mg, 5 MMOL) in CH2CI2 (10 ml) was added to 2,3-dimethoxy benzyl amine (0.734 ML, 5 MMOL) in Et3N (3 ML) and reaction was stirred for 14 hr. at room temperature. The reaction was followed as explained in method 2 to yield 830 mg (54%) of compound 53. Rf 0. 48 (1: 1 hexane: ethyl ACETATE). 1HNMR (500 MHz, CDCIS) : E53. 90 (3H, s), 3.95 (3H, s) 4.65 (2H, d, J = 6. 10 Hz), 6.92 (2H, dd, J = 1. 46,7. 05 HZ), 6.95 (1 H, dd, J = 1.46, 7. 81 Hz), 7.03-7. 09 (3H, m) ; 13CNMR (300 MHz, CDC13) : 38.91, 55.21, 60.19, 111. 88, 115.27, 120. 84, 123.63, 130.04, 146.76, 147.66, 152.11, 155.54 ; EL-MASS : 329 (M++23), 305 (M+-1) ; IR : 1671,3323 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,3-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; COLORADO STATE UNIVERSITY RESEARCH FOUNDATION; WO2005/7625; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 4393-09-3, 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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (2,3-dimethoxyphenyl)methanamine (SM-2) (5 g, 29.9 mmol) in THF (50 mL) were added Et3N (8.3 mL, 59.8 mmol) dropwise at 0 C. After stirring for 15 minutes, 2- bromoacetonitrile (2.5 mL, 35.9 mmol) dropwise at 0 C. The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was stirred at room temperature for 16 h.After consumption of the starting material (by TLC), the reaction was quenched with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic layer was washed with brine, dried over Na2S04and concentrated under reduced pressure. The crude was purified by column chromatography by eluting 20% EtOAc/n-hexane to afford Int-A (5 g, 82%) as colorless thick syrup.1H NMR (400 MHz, DMSO -d6) delta 7.07 – 7.00 (m, 1H), 6.98 – 6.89 (m, 2H), 3.79 (s, 3H), 3.76 – 3.74 (m, 2H), 3.73 (s, 3H), 3.59 (br d, J = 5.9 Hz, 2H), 2.81 (br s, 1H)

The synthetic route of (2,3-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APTINYX INC.; KHAN, M., Amin; (87 pag.)WO2019/152685; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 4393-09-3 as follows. Computed Properties of C9H13NO2

General procedure: To a solution of the acid derivative (1mmol) in CH2Cl2 were added triethylamine (2mmol) and ethyl chloroformate (1mmol), followed by stirring at 0C for 30min. After addition of the appropriate amine derivative (1.2mmol), the mixture was stirred for an additional 1h at 0C. Then, the reaction mixture was warmed to room temperature and stirred overnight. After the solvent was evaporated under reduced pressure, acetone was added, filtered, and evaporated. The residue was dissolved in CH2Cl2, and the organic phase was washed with a 1% NaHCO3 solution and brine, dried over Na2SO4, and evaporated under vacuum. The final residue was purified by flash column chromatography (Combiflash Rf) using CH2Cl2-MeOH (0-5%) as eluents. 4.3.8 (E)-N-(2,3-Dimethoxybenzyl)-3-(1H-indol-3-yl)acrylamide 3h Yield 69%, mp 211-213 C; IR (FTIR/FTNIR-ATR): 1639 cm-1 (C=O), 3206 cm-1 (N-H). 1H NMR (DMSO-d6) delta: 11.56 (1H, s), 8.21 (1H, t, J = 5.6 Hz), 7.91 (1H, d, J = 7.6 Hz), 7.75 (1H, s), 7.63 (1H, d, J = 15.6 Hz), 7.45 (1H, d, J = 7.6 Hz), 7.18 (2H, m), 6.88 (3H, m), 6.71 (1H, d, J = 16 Hz), 4.40 (2H, d, J = 6 Hz), 3.80 (3H, s), 3.76 (3H, s). 13C NMR (DMSO-d6) delta: 166.9, 152.9, 146.9, 138.0, 133.8, 133.5, 131.0, 125.5, 124.5, 122.8, 121.1, 120.9, 120.6, 116.8, 112.9, 112.8, 112.3, 60.8, 56.3, 37.7; HRMS C20H21N2O3 [M+H]+ Calcd 337.1552, Found m/z 337.1544.

According to the analysis of related databases, 4393-09-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 4393-09-3, 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 4393-09-3 as follows.

EXAMPLE 9a(2) N-(2,3-Dimethoxybenzyl)diethoxyacetamide (Compound 9a(2)) Substitution of 2,3-dimethoxybenzylamine for 2,3-dimethoxy-a-phenethylamine in the foregoing Example provided Compound 9a(2) in 33% yield. 1 H NMR (CDCl3): delta 1.23 (triplet, J=7 Hz, 6H, 2*CH2 CH3); delta 3.63 (quartet, J=7 Hz, 4H, 2*CH2 CH3); delta 3.87 (singlet, 6H, Ar–OCH3); delta 6.88 (multiplet, 3H, Ar–H). IR (neat): 2.99, 3.36, 5.95, 6.33, 6.76mu. Mass spectrum: m/e 297 (M+). Anal. Calculated for C15 H23 NO5: C, 60.59; H, 7.80; N, 4.71. Found: C, 60.19; H, 7.88; N, 4.66.

According to the analysis of related databases, 4393-09-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 4393-09-3,Some common heterocyclic compound, 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, 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.

8-Chloro-2,2-dimethyl-5-(pyrrolidin-1 -yl)-1 ,4-dihydro-2/-/- pyrano[4″,3″:4l,5′]pyrido[3′,2′:4,5]thieno[3,2-c/]pyrimidine (O.Odeltag, 0.21 mmol, see Preparation 24) is suspended in ethanol (5 ml) and (2,3-dimethoxybenzyl)amine (0.16 ml, 1.07 mmol) is added. The mixture is refluxed for 24h and then allowed to cool to room temperature. The solvent is evaporated under vacuum and the residue is purified by chromatography, eluting first with CH2CI2 and then with CH2CI2:Me0H 99:1. 85 mg of the desired final product are obtained. Yield= 79%. m.p. 166.0-167.50C1 H NMR (300 MHz, DMSO-D6) delta ppm 1.32 (s,6 H) 1.88 (m, 4 H) 3.33 (d, J=7.02 Hz, 3 H) 3.60 (m, 4 H) 3.78 (m, 6 H) 4.74 (d, J=5.80 Hz, 2 H) 4.83 (s, 2 H) 6.83 (dd, J=7.17, 1.98 Hz, 1 H) 6.96 (m, 1 H) 8.01 (t, J=5.80 Hz, 1 H) 8.48 (s, 1 H)

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

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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Product Details of 4393-09-3

EXAMPLE 13 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine dihydrochloride Scheme A, step b: 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine is prepared from 2,6-dichloro-9-cyclopentylpurine, 2,3-dimethoxybenzylamine, and triethylamine essentially as described above in Example 1, Scheme A, step b. Scheme A, step c: 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine dihydrochloride 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine dihydrochloride is prepared from 2-chloro-6-[(2,3-dimethoxybenzyl)amino]-9-cyclopentylpurine essentially as described in Example 1, Scheme A, step c.

The synthetic route of 4393-09-3 has been constantly updated, and we look forward to future research findings.

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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H13NO2

(1) 2,3-Dimethoxybenzylamine (33.4 mg, 0.2 mmol), 3,4-dimethoxyphenylsulfide ylide (102.5 mg, 0.4 mmol), in a clean reactor,Dichloro(pentamethylcyclopentadienyl) ruthenium (III) dimer (6.18Mg, 0.01 mmol), silver acetate (6.67 mg, 0.04 mmol) and water (2 mL),Stir in a 100 C oil bath for 24 h.(2) After the reaction is completed, dichloromethane is added for extraction, and a dichloromethane layer is collected.The solvent was removed under reduced pressure.The residue was purified by silica gel column chromatography to give a yellow solid.The yield was 37%.

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 4393-09-3.

Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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 4393-09-3, Safety of (2,3-Dimethoxyphenyl)methanamine

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

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, (2,3-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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 4393-09-3, Safety of (2,3-Dimethoxyphenyl)methanamine

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

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, (2,3-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (2,3-Dimethoxyphenyl)methanamine

By proceeding in a similar manner to Example 2, but using the appropriately substituted amines in step 2, there were prepared Compounds E to BU depicted in Table 1. MOLECULAR FORMULA: C31H36N4O8. HPLC: RT = 7.6 minutes, area of main peak as a percentage of the total sample = 79% (gradient elution using a mixture of acetonitrile and water 3:7 to 17:3 v/v). MS: 593 [MH]+. MS: 591 [MH]-.

According to the analysis of related databases, 4393-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aventis Pharma Limited; US6352977; (2002); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem