Tag: M.W=200-300

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. 76153-06-5, name is 5-Bromo-3-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 76153-06-5

The compound was synthesized starting from (S)-4-phenyloxazolidin-2-one (1 equiv., 0.326 g, 2 mmol), 5-bromo-3-methylbenzene-1,2-diamine (1 equiv., 0.402 g, 2 mmol), copper(I) iodide (0.1 equiv., 0.038 g, 0.2 mmol), cesium fluoride (2 equiv., 0.605 g, 4 mmol), cyclohexane-1,2-diamine (0.1 equiv., 0.024 mL, 0.2 mmol). The solids were given together in a reaction flask and the flask was purged with argon. A solution of cyclohexane-1,2-diamine in 10 mL dioxane was added to the flask. The reaction was stirred at 95 C. for 48 hours, before the reaction was cooled down to 45 C. and filtered through a pad of CELITE. The pad was washed with warm dichloromethane and the solution was concentrated under reduced pressure. The intermediate product was purified via FPLC using a chloroform-methanol gradient (0?10%, product elutes at about 5%).

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; PROBIODRUG AG; US2011/92501; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 3638-73-1, name is 2,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3638-73-1

Intermediate 42: 5-Bromo-methyl-benzofuran-3-carboxylic acid 41.1 : l ,4-Dibromo-2-iodo-benzene To a stirred mixture of 2.50 g (9.96 mmol) 2,5-dibromoaniline in 7 mL cone, sulfuric acid and 20 mL water, was added a solution of 1.00 g (14.5 mmol) sodium nitrite in 10 mL water dropwise at 0 C and the mixture was stirred at this temperature for 1.25 h. A solution of 2.15 g (13.0 mmol) potassium iodide in 20 mL water was added dropwise under ice cooling. The ice bath was removed and the reaction mixture was heated to 65 C for 30 min. After cooling to RT, the mixture was worked up by adding aqueous sodium thiosulfate solution, followed by extraction with PE/EtOAc. The combined organic phases were washed with aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc = 100 -> 96/4). yield: 1.8 g (47 %); ESI-MS: m/z = 360 (M+); Rt(HPLC): 1.69 min (method 1)

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); 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. 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-1-methyl-4-(trifluoromethyl)benzene

A mixture of 2-bromo-1-methyl-4-(trifluoromethyl)benzene (5.5 g, 23.0 mmol, CAS RN 128-08-5), benzoyl peroxide (835 mg, 3.45 mmol) and NBS (4.07 g, 23.01 mmol) in CC4 (50.0 mL,23.0 mmol) was stirred at 70 C for 5 h. The mixture was poured into water (20 mL) andextracted twice with DCM (20 mL each). The combined organic layer was washed with brine(20 mL), dried over Na2SO4, filtered and concentrated in vacuum to give the desired compoundas light yellow oil which was used in the next step without further purification (7.1 g, 97%).

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ANSELM, Lilli; BENZ, Joerg; GRETHER, Uwe; GROEBKE ZBINDEN, Katrin; HEER, Dominik; HORNSPERGER, Benoit; KROLL, Carsten; KUHN, Bernd; O`HARA, Fionn; RICHTER, Hans; (268 pag.)WO2020/35425; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 40161-54-4, A common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

Example 43: N-(5-Fluorothiazol-2-yl)-5-(2-(5-methyl-lH-imidazol-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide Step 1 : l-(2-Bromo-5-(trifluoromethyl)phenyl)-5-methyl-lH-imidazole A solution of 4-methyl-lH-imidazole (1.352 g, 16.46 mmol) in 20 mL THF was treated with lithium tert-butoxide IN in hexane (16.46 ml, 16.46 mmol) and was allowed to stir for one hour. The reaction mixture was concentrated and then transferred to a microwave vial charged with l-bromo-2-fluoro-4-(trifluoromethyl)benzene (2.360 ml, 16.46 mmol) and 10 mL dioxane. The reaction mixture was heated to 180 C in a microwave reactor for one hour. After cooling to room temperature, the reaction mixture was poured into saturated NH4CI solution and was extracted with DCM. The organics were concentrated, then purified directly by silica gel column chromatography (0 to 50% EtO Ac/heptane) yielding l-(2- bromo-5-(trifluoromethyl)phenyl)-5-methyl-lH-imidazole (0.710 g, 2.327 mmol).

The synthetic route of 40161-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 76153-06-5, name is 5-Bromo-3-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. Quality Control of 5-Bromo-3-methylbenzene-1,2-diamine

A mixture of 5-bromo-3-methylbenzene-l , 2-diamine (2.5 mmol, 0.5 g) , was suspended in trimethylorthoformate (1042) (34 mL) and para-toluene sulfonic acid monohydrate (0.17 g) was added. The suspension was heated at 115 C for 1.5 hours, and then cooled to room temperature. The mixture was diluted with dichloromethane and washed with (1043) saturated sodium bicarbonate solution and brine. The organic extracts were combined, passed through a phase separator cartridge and concentrated under reduced pressure to afford the crude title compound as a brown solid (0.78 g, >100%) which was used without further purification.

The synthetic route of 5-Bromo-3-methylbenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5,Some common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

The bromopyrazole (prepared according to WO2009/132135) (0.5 g, 2.4 mmol) was suspended in anhydrous THF (10 mL) under N2(g). The suspension was stirred and TMSC1 (0.67 mL, 5.28 mmol) was added. The mixture was stirred for 20 min. at RT and then cooled to -78 C after which time a solution of n-BuLi (6 mL, 1.6 N in hexanes, 9.6 mmol) was added slowly. The reaction mixture was stirred for 10 min. at -78 C and then the lactone (1 g, 2.4 mmol) was added via syringe. When the reaction was complete as measured by LCMS, AcOH was added to quench the reaction. The mixture was concentrated under reduced pressure and the residue dissolved in a mixture of CH2C12 and H20 (100 mL, 1 :1). The organic layer was separated and washed with H20 (50 mL). The organic layer was then dried over anhydrous MgSC>4, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with0-50% EtOAc in hexanes to provide the product as a 1 :1 mixture of anomers (345 mg, 26% yield).LCMS m/z 553 [M+H].

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; MACKMAN, Richard, L.; PARRISH, Jay, P.; RAY, Adrian, S.; THEODORE, Dorothy, Agnes; WO2012/12776; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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 vigorously stirred solution of 5-bromobenzo[d][1,3]dioxole(1 equiv, 8 g, 4.82 mL, 39.8 mmol) and silver trifluoroacetate (1.1 equiv, 9.67 g, 43.8 mmol) in DCM (100 mL) at 20 C was added dropwise over 1 h a solution of iodine (1.1 equiv, 11.1 g, 43.8 mmol) in a mixture of DCM (200 mL) and diethylether (100 mL). The mixture was then allowed back to room temperature and stirred overnight. The reaction mixture was quenched with a 10% (w/w) solution of sodium thiosulfate, the phases were separated and the aqueous phase was extracted with diethylether. The combined organic phases were washed with a saturated NaHCO3 solution, brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the crude product was recrystallized from methanol yielding 6-bromo-5-iodobenzo[d][1,3]dioxole (11.1 g,33.9 mmol, 85%). 1H NMR (CDCl3, 400 MHz): 7.24 (s, 1H), 7.08 (s, 1H), 5.99 (s, 2H)ppm. 13C NMR (CDCl3, 101 MHz): d149.1, 147.9, 120.7, 119.1, 112.7,102.3, 89.3 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Dherbassy, Quentin; Wencel-Delord, Joanna; Colobert, Francoise; Tetrahedron; vol. 72; 34; (2016); p. 5238 – 5245;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2862-39-7, These common heterocyclic compound, 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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.

Methyl4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-8,10,12-trien-10-yl)amino]-3-hydroxy-benzoate (Intermediate 73; 63 mg, 0.15 mmol) was dissolved in DMA (2 mL) and treated sequentially with potassium carbonate powder (fine mesh; 106 mg, 0.79 mmol) and dimethylaminoethyl bromide hydrobromide (ASDI; 61 mg, 0.26 mmol). The reaction mixture was heated to 100 C., with stirring for 1 hour and allowed to cool overnight, before pouring into water (40 ml). The mixture was extracted with DCM (2×30 ml) and the organic extracts washed with brine, dried over magnesium sulphate, filtered and evaporated to give a brown liquid which was taken up in methanol and poured onto an SCX-3 cartridge (2 g). The cartridge was washed with methanol (30 ml) before eluting products with 2M ammonia/methanol (20 ml). The ammoniacal wash was evaporated to give the title compound as a brown gum (41 mg, 57%)MS m/z 483.4 [M+H]+, Retention Time 2.41 minutes.

The synthetic route of 2862-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2008/9482; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5, 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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-ylamine (0.372 g, 1.745 mmol) in THF (8mL) was added TMS-Cl (0.446 ml, 3.49 mmol) and the mixture was stirred at room temperature for 2 hours. The reaction was then cooled to -78 C. and n-BuLi (2.79 ml, 6.98 mmol) was added dropwise. The mixture was stirred at -78 C. for 1 hour and then Int 21h (0.69 g, 1.745 mmol) dissolved in THF (2 mL) was added dropwise. After 10 min at -78 C., the reaction mixture was allowed to warm up to 0 C. over 40 minutes. The reaction was quenched with aqueous ammonium chloride (15 mL) and then extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography using a gradient of 10-70% EtOAc in hexane to provide Int 21i as a mixture of isomers (240 mg).

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, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; Girijavallabhan, Vinay; Njoroge, F. George; Bogen, Stephane; Bennett, Frank; Verma, Vishal; Arasappan, Ashok; Chen, Kevin X.; Huang, Ying; Kerekes, Angela; Nair, Latha; Pissarnitski, Dimitri; Dang, Qun; Davies, Ian; Olsen, David B.; Stamford, Andrew; Vacca, Joseph P.; US2014/206640; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 138526-69-9,Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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: An argon filled 50 mL two-necked flaskequipped with a stir bar and a gas condenser was charged withmagnesium turnings (129 mg, 5.300 mmol). After three successivevacuum/argon cycles, THF (15 mL) and one grain of iodine wereadded, and the brownish suspensionwas stirred for 15 min at roomtemperature. Subsequently fluorinated bromobenzene(5.200 mmol) was added. An exothermic reaction was followed bychanges of the color of the reaction mixture from original brown,through colorless to final grayish. This suspensionwas stirred 2 h atroom temperature and then 3-phenylisobenzofuran-1(3H)-one(19) (1.000 g, 4.757 mmol) was added and stirring continued for16 h. Then Ac2O (4 mL) was added dropwise and the reactionmixture was refluxed at the temperature of the oil bath 70 C foradditional 30 min. A dense yellowish precipitate was formed. Theyellow suspension was cooled to room temperature, diluted withether (100 mL), and washed with a saturated aqueous solution ofNaHCO3 (3 15 mL). The deep yellow organic phase was dried overMgSO4. Solvents were removed under reduced pressure and columnchromatography on silica gel (hexane/ethyl-acetate – 4:1)afforded products as yellow crystalline solids.

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaleta, Ji?i; ?imkova, Ludmila; Li?ka, Alan; Bim, Daniel; Madridejos, Jenica M.L.; Pohl; Ruli?ek, Lubomir; Michl; Ludvik, Ji?i; Electrochimica Acta; vol. 321; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary