Category: 67344-77-8

Synthetic Route of 67344-77-8, A common heterocyclic compound, 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, molecular formula is C8H10BrN, 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.

To a solution of 1-(3-bromophenyl)-N-methylmethanamine (6; 45.6 g, 228 mmol) in CH2Cl2 (700 mL) were added N-(tert-butoxycarbonyl)glycine (43.9 g, 251 mmol), WSCD*HCl (52.4 g, 274 mmol), and HOBt (37.1 g, 275 mmol). After being stirred at room temperature for 1 week, the mixture was diluted with water and the mixture was extracted with CHCl3. The organic layer was washed with saturated NaHCO3 aqueous solution and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane/EtOAc = 7:1 to1:1) to give the product (49.1 g, 60percent) as an oil. 1H NMR (CDCl3): this compound exists as a pair of rotamers at room temperature. d 1.44 (minor rotamer, 9H, s), 1.46 (major rotamer, 9H, s), 2.90 (major rotamer, 3H, s), 2.98 (minor rotamer, 3H, s), 3.96?4.06 (2H, m), 4.44 (minor rotamer, 2H, s), 4.57 (major rotamer, 2H, s),5.54 (1H, br s), 7.06?7.25 (2H, m), 7.28?7.49 (2H, m); MS (ESI) m/z [M+H]+ 357, 359.

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:
Article; Yamaki, Susumu; Suzuki, Daisuke; Fujiyasu, Jiro; Neya, Masahiro; Nagashima, Akira; Kondo, Mitsuhiro; Akabane, Takafumi; Kadono, Keitaro; Moritomo, Ayako; Yoshihara, Kosei; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 187 – 201;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Recommanded Product: 1-(3-Bromophenyl)-N-methylmethanamine

0. 15 g of tetrakistriphenylphosphine palladium was added at room temperature to a solution having 0.8 g of N-methyl-3-bromobenzylamine dissolved in 10 ml of toluene, followed by stirring for 5 minutes. 0.76 g of 2,4, 6- trimethylphenyl boronic acid, 3 ml of ethanol and 4.5 ml of a 2M sodium carbonate aqueous solution were sequentially added to this solution, followed by stirring for 4 hours under reflux. After cooling, 50 ml of ethyl acetate and 50 ml of a 5percent ammonium chloride aqueous solution were added, followed by stirring for a while. Then, liquid separation was carried out. The water layer was further extracted with 30 ml of ethyl acetate. Then, the organic layers were put together and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel (Silica gel 60N; spherical and neutral, manufactured by Kanto Kagaku) column chromatography (developing solvent of n-hexane: ethyl acetate=1 : 1) to obtain 0.55 g of the objective compound as an oily substance. Further, NMR of this compound was as follows. 1H-NMR 5 (ppm) 2.00 (s, 6H), 2.08 (bs, lH), 2.33 (s, 3H), 2.46 (s, 3H), 3.80 (s, 3H), 6.93 (s, 2H), 7.41 (d, lH; J =7. 5 Hz), 7.08 (s, lH), 7.29 (d, lH; J =7. 5 Hz), 7.38 (t, lH; J =7.5 Hz)

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; ISHIHARA SANGYO KAISHA, LTD.?; WO2005/44007; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 67344-77-8, name is 1-(3-Bromophenyl)-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. SDS of cas: 67344-77-8

To a solution of 1-(3-bromophenyl)-N-methylmethanamine (12.0 g) and N-(tert-butoxycarbonyl)glycine (11.5 g) in dichloroethane (80 ml) were added HOBt (9.7 g) and WSC hydrochloride (13.7 g), followed by stirring at room temperature overnight. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with CHCl3. The mixture was dried over Na2SO4 and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl3/MeOH) to obtain tert-butyl {2-[(3-bromobenzyl)amino]-2-oxoethyl}carbamate (21.3 g).

The synthetic route of 1-(3-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; US2012/184520; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 67344-77-8, 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. 67344-77-8 name is 1-(3-Bromophenyl)-N-methylmethanamine, 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 a solution of 1-benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester (1 mmol), (3-bromo-benzyl)-methyl-amine (1 mmol) in 2 mL of CH2Cl2 were added NaBH(OAc)3 (2 mmol) and 5 drops of AcOH, and the resulting mixture was stirred for 3 h. The mixture was treated with aq. NaHCO3, extracted by CH2Cl2 (3*5 mL), and the combined extracts were washed by brine (10 mL), dried over Na2SO4, and concentrated to give 261.3 mg of crude product in 65percent yield. MS m/e=403.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Bromophenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Patent; Han, Bo; Knust, Henner; Nettekoven, Matthias; Ratni, Hasane; Wu, Xihan; US2008/306086; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Step 1 : N-(3-Bromobenzyl)-N-methylacetamideTo a DMF (0.1 M) solution of 3-bromo-N-methylbenzylamine (1 eq.), Hunig’s base (3 eq) and 4-(dimethylamino)pyridine (5percent loading) was added acetyl chloride (1.5 eq). The resulting reaction mixture was stirred at RT for 16 h. After quenching the reaction with sat. aq. NaHCO3, the mixture was extracted with EtOAc. The organic extract was washed with 10percent aq. HCl, sat. aq. NaHCO3, and brine. Drying over Na2SO4, filtration and concentration of the filtrate in vacuo afforded the crude product as a yellow oil. Purification by way of flash chromatography (SiO2, 4: 1 (v/v) Hex : EtOAc -> EtOAc) afforded the title compound as a yellow oil.

The synthetic route of 67344-77-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2007/9250; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67344-77-8, 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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate A (1.50 g, 7.5 mmol), pyridine-3-boronic acid (0.97 g, 7.9 mmol), Pd(PPh3)4 (0.44 g, 0.38 mmol) and K2C03 (2.68 g, 18.8 mmol) were placed in a 20 mL microwave reaction vial. The vessel was sealed with a crimp-cap septum and then was twice evacuated under hi- vacuum and flushed with nitrogen. THF (11 .5 mL) and H20 (5.5 mL) were added by syringe, theevacuation/nitrogen flush procedure was repeated and the vessel contents were then heated at reflux 0/N. After cooling to rt, the reaction mixture was partitioned between Et0Ac and H20 and the layers were separated. The aqueous layer was extracted twice with Et0Ac and the organic phases were combined, dried over MgS04 and concentrated in vacuo. Flash chromatography of the residue on silica gel eluting with an increasing proportion of Me0H (0.5 to 10percent) in DCM andevaporation of solvents in vacuo afforded Intermediate B as a faint-orange oil.

The chemical industry reduces the impact on the environment during synthesis 1-(3-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VAL-CHUM, LIMITED PARTNERSHIP; MADIRAJU, S.R. Murthy; PRENTKI, Marc; JOLY, Erik; ZHAO, Shangang; WO2015/127559; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Computed Properties of C8H10BrN

To a solution of compound 14 (23.1 g, 115.5 mmol) in methylene chloride (500 mL) was added alpha-bromo-2?-acetonapthone (27.9 g, 110.0 mmol) and the resulting mixture was stirred at 0¡ã C. for 1 h prior to the addition of triethylamine (15.3 mL, 47.4 mmol). The reaction mixture was stirred at 0¡ã C. for 2 h. The resulting mixture was diluted with water (200 mL) and the aqueous phase was extracted with additional methylene chloride (2¡Á200 mL). The combined extracts were dried over sodium sulfate, filtered and concentrated to afford compound 15 (44.5 g) as a light yellow oil, which was used in the next step without further purification: 1H NMR (CDCl3, 500 MHz) 8.49 (s, 1H), 8.01 (dd, J=8.8, 1.8 Hz, 1H), 7.95 (d, J=8.0 Hz, 1H), 7.90-7.84 (m, 2H), 7.62-7.52 (m, 3H), 7.40 (d, J=8.0 Hz, 1H), 7.31 (d, J=8.0 Hz, 1H), 7.19 (t, J=7.7 Hz, 1H), 3.91 (s, 2H), 3.68 (s, 2H), 2.40 (s, 3H)

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; Qiu, Jun; Gao, Qui; Liu, Shuang; Hu, Min; Yang, Yuh-Lin Allen; Isherwood, Matthew; Amin, Rasidul; US2014/275101; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, belongs to bromides-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 67344-77-8, name: 1-(3-Bromophenyl)-N-methylmethanamine

Step 1: tert-Butyl 3-bromobenzyl(methyl)carbamate[00171] BOC20 (1.309 g, 1.378 mL, 5.998 mmol) was added to a stirred solution of l-(3- bromophenyl)-N-methyl-methanamine (1 g, 4.998 mmol) and Ets (606.9 mg, 836.0 mu^, 5.998 mmol) in DCM (20 mL) at ambient temperature and the reaction stirred for 16 hours. The reaction mixture was washed with 0.5M HC1 (x 1), water (x 2) and brine (x 1). The combined organic extractcs were dried (MgS04), filtered and concentrated in vacuo. The residue was purified by column chromatography (ISCO Companion.(TM)., 40 g column, eluting with 0 to 50percent EtO Ac/Petroleum Ether) to give the sub-title product as a colourless oil (1.44 g, 96percent Yield). XH NMR (400.0 MHz, DMSO) d 1.38 – 1.43 (2 x br s, 9H), 2.77 (s, 3H), 4.37 (s, 2H), 7.23 (d, 1H), 7.33 (t, 1H), 7.41 (s, 1H) and 7.48 (d, 1H) ppm; MS (ES+) 302.1.

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; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DURRANT, Steven, John; KNEGTEL, Ronald, Marcellus Alphonsus; PINDER, Joanne; YOUNG, Stephen, Clinton; REAPER, Philip, Michael; WO2011/143399; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67344-77-8, 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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromo-N-methylbenzylamine (12) (400 mg, 2 mmol), copper iodide (15.2 mg, 0.08 mmol) and dichlorobis(triphenylphosphine)palladium (II) (28 mg, 0.04 mmol) in DMF (3 mL) was added phenylacetylene (244.8 mg, 2.4 mmol) and triethylamine (556 uL, 4 mmol). The reaction vessel was flushed with argon, and the reaction mixture heated in the microwave for 5 minutes at 110¡ã C. The volatiles were removed in vacuo, ethyl acetate was added, and the organic solution washed successively with saturated NaHCO3 (.x.1), water (.x.1), brine (.x.1) and then extracted with 1N HCl. The acidic solution was basified to pH 9.0 with 1M NaOH, and then re-extracted with ethyl acetate, dried over magnesium sulfate and concentrated. Compound 13 was used without further purification. HPLC-MS tR=1.24 min (UV254 nm); mass calculated for formula C16H15N 221.1, observed LCMS m/z 222.1 (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, 1-(3-Bromophenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2007/129378; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary