Category: 699-03-6

Related Products of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal A solution of 94 g (0.47 mol) of 4-bromo-(N-methyl)-benzylamine in 460 ml of dry tetrahydrofuran is combined first with 300 ml (0.48 mol) of a 1.6 molar solution of n-butyl lithium in hexane and then with 52.5 g (0.48 mol) of trimethylchlorosilane, under a nitrogen atmosphere and at to -25 C. The reaction mixture is stirred for a further 15 minutes at this temperature and then cooled to -75 C. Then another 320 ml (0.51 mol) of a 1.6 molar solution of n-butyllithium in hexane are added so that the temperature does not exceed -70 C. The mixture is stirred for a further 20 minutes at -75 C. and then, within 20 minutes, mixed with a solution of 76 g (0.47 mol) of 1,4-cyclohexanedione-monoethylene ketal in 200 ml of tetrahydrofuran, whilst the temperature should not exceed -65 C. The reaction mixture is then stirred first for 30 minutes at -70 C. and then without external cooling until a temperature of +20 C. is reached. It is then decomposed in ice cold aqueous ammonium chloride solution and extracted several times with methylene chloride. The combined organic extracts are dried with sodium sulphate, the solvent is eliminated and the residue remaining is recrystallized from diisopropylether. 77 g (59% of theory) of 4-(4-methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal are obtained, melting point 95-97 C.

The chemical industry reduces the impact on the environment during synthesis 1-(4-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Karl Thomae GmbH; US5726205; (1998); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 699-03-6, A common heterocyclic compound, 699-03-6, name is 1-(4-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.

General procedure: To an oven dried 10 mL screw cap vial equipped with a stir-bar and charged with amine 1a (0.5 mmol) was added aldehyde 2a (84 mg, 1.5 equiv) and toluene (0.2 mL) and the mixture was stirred for 5 min at room temperature. Thereafter, heteroarene 3a (88 mg, 1.2 equiv) and CuCl (20 mol%) were added and the vial was sealed with a Teflon cap. The reaction mixture was irradiated for 50 min at a preselected temperature of 140 oC, with a maximum irradiation power of 200 W. After completion of the reaction, Oxadiazole 3a (0.5 mmol), Pd(OAc)2 (10 mol%), PPh3 (20 mol%), Cs2CO3 (2 equiv) and toluene (2 mL) was added and the reaction mixture was again irradiated under microwave for 40 min at 120 oC, 200 W. Thereafter, the resulting mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL) and brine (50 mL). The organic phase was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude sample was purified by silica gel column chromatography (15-25% ethyl acetate in heptane) to obtain 7a (174 mg, 69% yield).White solid, m.p. 146-148 oC, yield 69 %, 1H NMR (300 MHz, CDCl3): 8.19-8.03 (m, 6H), 7.61-7.44 (m, 8H), 3.82-3.71 (m,2H), 3.56 (d, J = 13.95 Hz, 1H), 2.38-2.26 (m, 4H), 2.20-2.08 (m, 1H), 1.89-1.78 (m, 1H), 1.73-1.62 (m, 2H), 1.44-1.16 (m,4H), 1.10-0.84 (m, 2H). 13C NMR (75 MHz, CDCl3): 164.7, 164.6, 164.4, 143.3, 131.7 (2), 129.3, 129.1, 129.0, 127.0, 126.9,124.0, 123.9, 122.7, 64.1, 58.6, 37.6, 37.5, 30.6, 30.1, 26.4, 25.8, 25.7. HRMS (EI): calcd for C31H31N5O2: 505.2478, found:505.2451.

The synthetic route of 699-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vachhani, Dipak D.; Sharma, Abhishek; Van Der Eycken, Erik; Angewandte Chemie – International Edition; vol. 52; 9; (2013); p. 2547 – 2550; Angew. Chem.; vol. 125; 9; (2013); p. 2607 – 2610,4;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 699-03-6, 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 699-03-6 as follows.

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

According to the analysis of related databases, 699-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
Bromide – Wikipedia,
bromide – Wiktionary

699-03-6, 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. 699-03-6, name is 1-(4-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 (S)-2-{(4-morpholin-4-yl-benzyl)-[3-(6-trifluoromethyl-pyridin-3-yl)-acryloyl]- amino}-3-phenyl-propionic acid (4.00 g, 7.41 mmol), TBTU (4.76 g, 14.83 mmol), and cat. DMAP in dry DCM (45 ml.) was added DIPEA (3.8 ml_, 22.24 mmol). The resulting mixture was stirred at rt for 10 min and then (4-bromo-benzyl)-methyl-amine (1.48 g, 7.41 mmol) was added. The reaction mixture was stirred at rt overnight under nitrogen atmosphere, then concentrated in vacuo. The resulting residue was taken up in EA. The organic layer was washed with water (5x) and brine, dried (MgSO4), filtered and concentrated under reduced pressure. FC (n-heptane/EA 5:5) afforded the N-{1-[(4-bromo-benzyl)-methyl- carbamoyl]-2-phenyl-ethyl}-N-(4-morpholin-4-yl-benzyl)-3-(6-trifluoromethyl-pyridin-3-yl)- acrylamide as a yellow foam (2.38 g, 44%).LC-MS (analytic A, Zorbax SB-AQ column, acidic conditions): tR = 1.16 min; [M+H]+ = 722.76

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CORMINBOEUF, Olivier; FRANTZ, Marie-Celine; GRISOSTOMI, Corinna; WO2010/58353; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life. 699-03-6

The prepared Formula-G was then dissolved in dichloromethane (1.8 L). Triethylamine (1.6 moles, 223.2 mL) was added at 5 C. A solution of methyl chloroformate (1.3 moles, 100.4 mL in dichloromethane (0.2 L) was slowly added, maintaining the temperature of the mixture between about 10 C and 14 C. The reaction solution was stirred at room temperature for 12 hours. Water was added to the reaction mass and the organic phase was separated and concentrated to afford a compound of Formula-E (wherein L=Br, P=methyl carbamate).

The chemical industry reduces the impact on the environment during synthesis 699-03-6. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MYLAN LABORATORIES LTD; JAYACHANDRA, Sureshbabu; SETHI, Madhuresh; KAUSHIK, Vipin Kumar; RAVI, Vijaya, Krishna; TELAGAMSETTY, Bhaskar Kumar; (44 pag.)WO2019/130229; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

699-03-6, A common heterocyclic compound, 699-03-6, name is 1-(4-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.

A solution of 4-bromo-N-methylbenzylamine (199 mg,1.00 mmol), 3-pyridylboroxine (163 mg, 0.518 mmol), sodium carbonate (2 M, 4mL) and tetrakis(triphenylphosphine)-palladium(0) (30 mg, 0.026 mmol) in 1,4-dioxane (50 mL) was refluxed for 18 h. The solvent was eliminated under reduced pressure and the crude material was dissolved in a mixture of CH2Cl2 and CH3OH (1:1, 10 mL) and filtered through celite. After evaporation of the solvent, the crude material was purified by flash column chromatography (hexanes: ethyl acetate 6:4 and 1 % NEt3) to afford 1 as yellow oil (165 mg, 83 %); 1HNMR (CD2Cl2, 500 MHz): delta = 8.83 ppm (dd, J = 2.4 and 0.7 Hz, 1H), 8.54 (dd, J = 4.8 and 1.6 Hz, 1H), 7.89 (ddd, J = 7.9, 2.3 and 1.7 Hz, 1H), 7.58-7.56(m, 2H), 7.45-7.43 (m, 2H), 7.35 (ddd, J= 7.9, 4.8 Hz and 0.8 Hz, 1H), 3.78 (s, 2H), 2.43 (s, 3H), 1.64 (s, 1H); 13CNMR (125 MHz, CD2Cl2): delta = 148.9 ppm, 148.8 141.2, 137.0,136.9, 134.6, 129.4, 127.5, 124.1, 56.1, 36.3; IR (NaCl): nu = 3300 cm-1, 3028, 2933, 2844,2790, 2360, 1918, 1684, 1653, 1577, 1559, 1517, 1474, 1429, 1396, 1354, 1188,1129, 1103, 1024, 1001, 848, 796, 711; MS (CI, CH5+): m/z (%) = 199 (100) [M+H]+,168 (20), MS (EI, 70 eV): m/z (%):198 (100) [M]+, 168 (66), 156 (40); HR-MS (EI, 70 eV): m/z =198.11338 [M]+: calcd for C13H14N2:198.11570.

The synthetic route of 699-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Keller, Marco; Wolfgardt, Annette; Mueller, Christoph; Wilcken, Rainer; Boeckler, Frank M.; Oliaro-Bosso, Simonetta; Ferrante, Terenzio; Balliano, Gianni; Bracher, Franz; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 13 – 22;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 699-03-6

Compound 12 (254 mg, 1.01 mmol), 4-bromo-N-methylbenzylamine (200 muL, 1.00 mmol) and triethylamine (280 muL, 2.01 mmol) were dissolved in anhydrous dimethylformamide (2 mL) and placed in a pressure bottle, under an N2 atmosphere. The reaction was stirred at room temperature for 3 hours, then diluted dropwise into deionized water (60 mL), yielding a fluffy white precipitate. After cooling briefly, the precipitate was collected by vacuum filtration, washing with deionized water, and dried under vacuum to yield 410 mg (99%) of 15 as a white solid. ESI-MS m/z 415.1/417.1 [M +H]+. 1H NMR (500 MHz, DMSO-d6) delta 10.16 (s, 1H), 8.90 (s, 1H), 7.75-7.73 (m, 2H), 7.54 (d, J=8.6 Hz, 2H), 7.23-7.17 (m, 4H), 4.92 (s, 2H), 3.18 (s, 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, 699-03-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Syntrix Biosystems Inc.; US2012/46243; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary