Category: bromides-buliding-blocks

Application of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, 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.

[00236] A suspension of 3 -bromo-4-methylaniline (184 mg, 1.0 mmol), 2-(tributylstannyl)- 1,3-oxazole (430 mg, 1.2 mmol), CuO (8 mg, 0.1 mmol) and Pd(PPli3)4 (1 15 mg, 0.1 mmol) in dioxane (2 mL) was stirred at 100 C for 3 hours under argon atmosphere on microwave synthesizer. The crude product was purified by prep-HPLC (MeCN/10 mM NH4HCO3) to give 4-methyl-3-(l,3-oxazol-2-yl)aniline (92 mg, 52%) as an oil. ES-MS m/z: 175.2 [M + H]+. LC- MS Purity (254 nm): > 99%; tR= 1.31 min.

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (253 pag.)WO2016/73891; (2016); A1;,
Bromide – Wikipedia,
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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. 3814-30-0, name is (Bromomethyl)cyclopentane, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H11Br

Step 2: To a suspension of 6-(4-fluorobenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 456.84 micromol) in anhydrous DMF (5 ml_) was added (bromomethyl)cyclopentane (89. mg, 548.21 micromol) and K2CO3 (95 mg, 685.27 micromol). The mixture was heated at 60C for 12 h. LCMS showed 23% TM. The mixture was concentrated and the residue was dissolved in DCM (20 ml_) and H2O (20 ml_). The aqueous layer was extracted with DCM (20 ml_). The combined organics were washed with H2O (20 ml_), dried over Na2SO4, filtered, concentrated and purified by prep-TLC (DCM/MeOH=50/1 ) to give 7- (cyclopentylmethyl)-6-(4-fluorobenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (25.90 mg, 13.67% yield) . 1H NMR (CDCI3 400MHz): 5 7.17-7.13 (m, 2H), 7.1 1 -7.06 (m, 2H), 6.64 (s, 1 H), 4.13-4.10 (m, 2H), 3.94 (s, 2H), 3.90 (d, J=7.2 Hz, 2H), 3.59-3.53 (m, 2H), 3.13-3.12 (m, 1 H), 2.28-2.10 (m, 1 H), 2.19-2.16 (m, 2H), 1 .94-1 .91 (m, 2H), 1 .71 -1 .68 (m, 4H), 1 .54-1 .45 (m, 2H), 1 .33-1 .28 (m, 2H). LC-MS: tR = 2.84 min (METHOD 3), m/z = 41 1 .2 [M + H]+

The synthetic route of 3814-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
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1003-98-1, name is 2-Bromo-4-fluoroaniline, belongs to bromides-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. Application In Synthesis of 2-Bromo-4-fluoroaniline

Example 25Synthesis of 2-Bromo-4-Fluoro-5-Nitroaniline2-Bromo-4-fluoroaniline (47.5 g, 250 mmol) was added to a solution of concentrated H2SO4 (300 mL) keeping the internal temperature below 30 C. The mixture was aged for ca. 30-60 minutes then cooled to -20 C. 90% HNO3 (35 g) was added dropwise over ca. 60 minutes keeping the internal temperature between -15 to -20 C. TLC indicated a slight amount of starting material, so a further aliquot of 90% HNO3 (3 g) was added over 5 minutes at -15 to -20 C. The cold mixture was then poured on to ice H2O (ca. 1 L ice+500 mL H2O) and EtOAc (1 L). The aqueous and organic layers were partitioned and the organic layer was washed with saturated NaHCO3 (2×500 mL), dried (Na2SO4), filtered and the solvent removed under vacuum to leave a dark solid (35 g, 60%).1H NMR (DMSO-d6, 300 MHz): delta 8.27 (br. S, 2H), 7.70 (d 1H), 7.47 (d, 1H); m/z=275.9 (M+MeCN+H)+ for 79Br.

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Singh, Rajinder; Tso, Kin; Zhang, Jing; Duncton, Matthew; Alvarez, Salvador; Kolluri, Rao; Ramphal, John; Holland, Sacha; US2011/130415; (2011); A1;,
Bromide – Wikipedia,
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These common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, 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. name: 3-Bromophenethylamine

General procedure: 4-[(Ethoxycarbonyl)amino]butanoic acid (12a, 700 mg, 4mmol) was dissolved in an hydrous dichloromethane (14 mL) under argon atmosphere. The solution was cooled to 0 C. Triethylamine (1.2 mL, 870 mg, 8.6 mmol) and 3-fluorophenethylamine (0.6 mL, 4.6 mmol) were added consecutively. Afterwards EDC-HCl (900 mg, 4.7 mmol)was added in one portion. Catalytic amount DMAP (30 mg)was added, the resulting mixture was stirred for 1 h at 0 C and then for 16 h at room temperature. The reaction mixture was diluted with dichloromethane (30 mL) and consecutively washed with 1M HCl, saturated NaHCO3 solution and water (20 mL of each). The combined extracts were dried (Na2SO4) and evaporated to give an oily residue.The crude product was crystallized from hexane

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

Reference:
Article; Ahamed, Muneer; Vermeulen, Koen; Schnekenburger, Michael; Moltzau, Lise Roman; Levy, Finn Olav; Marton, Janos; Froeyen, Mathy; Olberg, Dag Erlend; Diederich, Marc; Bormans, Guy; Letters in drug design and discovery; vol. 14; 7; (2017); p. 787 – 797;,
Bromide – Wikipedia,
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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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromobenzo[c][1,2,5]thiadiazole

After reacting lithium diisopropylamide (LDA) with N-Boc-3-methylindole in tetrahydrofuran (THF) at -20 ° C.,Triisopropyl borate was added and reacted for 1.5 hours to obtain N-Boc-3-methylindole-2-boronic acid.As shown by the following formula (8), “Boc” represents a tert-butoxycarbonyl group.Next, without isolating the obtained boronic acid, in the presence of tetrakis (triphenylphosphine) palladium (20 molpercent),The reaction was allowed to proceed at 95 ° C. for 4 hours in a mixed solvent of 4-bromo-2,1,3-benzothiadiazole and dioxane / potassium carbonate aqueous solution to obtain an indolylbenzothiadiazole derivative 1a in a yield of 84percent

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; YOKOHAMA NATIONAL UNIVERSITY; ITO, SUGURU; ASAMI, MASATOSHI; YAMADA, TAKESHI; TAGUCHI, TOMOHIRO; (23 pag.)JP2017/57191; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103273-01-4, These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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 2-bromo-4-tert-butylaniline (2.28 g, 10 mmol), 2,5-dimethoxytetrahydrofuran (4.2 g, 30 mmol) and glacial acetic acid (150 mL) in a 250 mL three-necked RB flask was refluxed under nitrogen for 17 h. Then it was cooled, poured into aq. HCl (200 mL) and extracted with CH2Cl2, then combined organic phase was washed with water and dried over MgSO4. After workup, the crude product was purified by column chromatography (PE) to afford 3ac as a white powder (1.97 g, 52 %); Rf = 0.28 (PE); m. p. 138 -140 C; 1H-NMR (CDCl3, 300 MHz) delta: 8.18 (d, J = 7.5 Hz, 2H), 7.85 (d, J = 11.4 Hz, 1H), 7.55 (d, J = 10.8 Hz, 1H), 7.42 (m, 3H), 7.29 (m, 2H), 7.12 (d, J = 7.8 Hz, 2H), 1.45 (s, 9H); 13C-NMR (CDCl3, 100 MHz) delta: 153.85, 141.01, 133.88, 131.20, 130.45, 126.03, 125.89, 123.42, 123.20, 120.35, 119.89, 110.18, 36.06, 31.32.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lv, Jun; Liu, Qiancai; Tang, Jie; Perdih, Franc; Kranjc, Kristof; Tetrahedron Letters; vol. 53; 39; (2012); p. 5248 – 5252;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, 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. Recommanded Product: 5-Bromo-N1-methylbenzene-1,2-diamine

To a stirred solution of 5-bromo-N1-methylbenzene-1,2-diamine (38 g, 189 mmol) in THF (800 mL) was added CDI (37 g, 228 mmol) at room temperature under nitrogen atmosphere. The resulting mixture was refluxed for 16 h. The mixture was cooled to room temperature. The mixture was diluted with water (1 L) and stirred at room temperature for 30 min. The precipitated solids were collected by filtration and washed with water (200 mL). The filter cake was dried under vacuum to afford 6-bromo-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one (40 g, 93%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) d 11.02 (br s, 1H), 7.35 (d, J = 1.9 Hz, 1H), 7.14 (dd, J = 8.2, 1.9 Hz, 1H), 6.92 (d, J = 8.2 Hz, 1H), 3.27 (s, 3H). LC/MS (ESI, m/z): [(M + 1)]+ = 227.10, 229.10

The synthetic route of 5-Bromo-N1-methylbenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, molecular formula is C6H3BrN2S, 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. Computed Properties of C6H3BrN2S

5-bromobenzo[c][1,2,5]thiadiazole (5.00 g, 23.3 mmol), 2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (9.80 g, 34.9 mmol), potassium carbonate (8.03 g, 58.1 mmol), Dimethoxyethane (DME) (100 mL), and Water (25 mL) were combined in a flask. The solution was purged with nitrogen for 15 min then palladium tetrakis (1.34 g, 1.16 mmol) was added. The reaction was heated to reflux under nitrogen overnight. The reaction mixture was extracted with ethyl acetate (3 times), then washed with Brine and Water. The crude solid was purified with silica gel using 60/40 heptanes/Ethyl Acetate as the solvent system to afford a 4.70 g (70% yield) of a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1753-75-9, its application will become more common.

Reference:
Patent; Universal Display Corporation; BOUDREAULT, Pierre-Luc T.; ALLEYNE, Bert; XIA, Chuanjun; (154 pag.)US2018/13077; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1195-33-1, A common heterocyclic compound, 1195-33-1, name is 4-Bromobenzenesulfinic acid, molecular formula is C6H5BrO2S, 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 a mixture of alkynyliodine 1 (0.1 mmol), sulfinic acid 2 (0.2 mmol) in DME (2 mL) at room temperature under air. The reaction vessel was sealed and allowed to stir for 12 h at 100 C. After completion of the reaction, the resulting mixture was concentrated under vacuum and the residue was purified by flash column chromatography using a mixture of petroleum ether and ethyl acetate as eluent to give the desired products 3.

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; Wang, Leilei; Wei, Wei; Yang, Daoshan; Cui, Huanhuan; Yue, Huilan; Wang, Hua; Tetrahedron Letters; vol. 58; 51; (2017); p. 4799 – 4802;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 3344-70-5, name is 1,12-Dibromododecane, 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. COA of Formula: C12H24Br2

General procedure: Alkane-1,X-bis(decyldimethylammonium) dibromides were obtained by quaternization reaction between appropriate dibromo-alkane (0.1 mol) and decyldimethylamine (0.2 mol). The reactions were conducted in acetonitrile at 60 °C for 24 h. Next, the solvents were removed by vacuum evaporator and the product of reaction was mixed with ethyl acetate. After adding the solvent, dibromide bis(ammonium) precipitated as white solid and was isolated by filtration. The end product was dried under a reduced pressure at 70 °C for 24 h.

The synthetic route of 1,12-Dibromododecane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaczmarek, Damian K.; Czerniak, Kamil; Klejdysz, Tomasz; Chemical Papers; vol. 72; 10; (2018); p. 2457 – 2466;,
Bromide – Wikipedia,
bromide – Wiktionary