Category: bromides-buliding-blocks

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. 134168-97-1, name is 3-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

To a mixture of 4-(4-(pyrimidin-2-yl)piperazin-1-yl)dihydrofuran-2(3H)-one (100 mg) and 3-bromo-5-fluoroaniline (92 mg) in toluene (1 mL) was added bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct (61.9 mg) at room temperature and the mixture was stirred at 80 C. for 30 min. The reaction mixture was diluted with THF and quenched with sodium sulfate decahydrate (545 mg) at room temperature. The insoluble material was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, methanol/ethyl acetate) to give the title compound (80 mg). MS: [M+H]+ 438.1.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; FUSHIMI, Makoto; AIDA, Jumpei; IKEDA, Shuhei; KUSUMOTO, Tomokazu; SUGIYAMA, Hideyuki; TOKUHARA, Hidekazu; (170 pag.)US2016/318864; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 20191-76-8, A common heterocyclic compound, 20191-76-8, name is 2,4-Dibromonaphthalen-1-amine, molecular formula is C10H7Br2N, 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.

The requisite naphthols were prepared as shown in Schemes 1 – 4. Thus, 4-bromo- 2-naphthol 1 was prepared by sequential bromination, diazotisation and reduction of 1- naphthylamine according to the published procedure (M. S. Newman, V. Sankaran and D. Olson, J. Am. Chem. Soc, 1976, 98, 3237) as shown in Scheme 1.

The synthetic route of 20191-76-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESSILOR INTERNATIONAL (COMPAGNIE GENERALE D’OPTIQUE); WO2008/28930; (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. 7745-91-7, name is 3-Bromo-4-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 7745-91-7

Aniline 4 (20.0 g, 107 mmol) was added to 30 mL of H2O and the mixture wasstirred vigorously with mechanical stirring as concentrated HCl (30 mL) was added slowly.A thick white solid formed immediately upon the addition of the acid. The mixture wascooled to -15 to -25C using a dry ice/acetone bath. A solution of NaNO2 (9.65 g, 140mmol) in H2O (30 mL) was added dropwise with continuous vigorous stirring to preventthe mixture from freezing. After the addition was complete, the reaction was kept cold andHBF4 (27 mL, 215 mmol, 48% in H2O) was added dropwise. A white solid (5) formedthat was vacuum filtered and washed with cold H2O and cold MeOH. The resultingproduct was dried under high vacuum overnight to give the fluoroborate salt as a whitesolid (28.1 g, 99 mmol, 92%).

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; Bohen, Alyssa A.; Mullane, Kimberly C.; Bohen, Joseph M.; Mallory, Clelia W.; Mallory, Frank B.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3342 – 3345;,
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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3BrF2

MTBE (60 mL) was charged to a 3-neck round bottom flask followed by bromo-2,3- difluoro-benzene (12 mL, 107 mmol). The solution was cooled in ice/salt bath. When the internal temperature reached 40C addition of i-PrMgClLiCl solution in THF (1.3M, 90.7 mL, 118 mmol) was started. The higher internal temperature during addition was 2 ¡ãC(bath temperature was -8¡ãC to -5¡ãC); addition time 17 mm. After addition was complete the reaction mixture was stirred at -5¡ãC to 0¡ãC for one hour. Tert-Butyl 3-oxopyrrolidine-1 – carboxylate (21 .8 g, 118 mmol) solution in MTBE (200 mL) was added to the reaction mixture at -4¡ãC to -2¡ãC during 15 mm. under vigorous stirring. The reaction mixture was stirred at -2¡ãC to 0¡ãC for 3 hours and then quenched by addition of 20percent aqueousammonium chloride solution (260 mL). The internal temperature rose from 0 ¡ãC to 15 ¡ãC during addition. The cooling bath was removed and the mixture was stirred at room temperature for 1 hour. Layers were separated and the aqueous phase was re-extracted with MTBE (120 mL). Combined organic extracts were washed with brine (160 mL) and water (2 x 120 mL). Organic layer was concentrated to approx. 120 mL volume. MTBE(120 mL) was added and solvent evaporated to 120 mL volume left. 120 mL of MTBE was added again and evaporated till 120 mL volume left. Cyclohexane (120 mL) was added and mixture concentrated until remaining volume was 120 mL. Co-evaporation with cyclohexane was repeated two times using 120 mL of cyclohexane each time. Final solution (160 mL) was stirred at room temperature. After 30 minutes, solution becamecloudy and crystallization started. The slurry was stirred for 2 hours at room temperature and then for 2 hours at 5 to 10 ¡ãC. Precipitate was filtered off, washed on the filter with cyclohexane (2 x 30 mL). Since the freezing of cyclohexane causes suction to dry on the filter, wet material was dried under vacuum at 40 00. There was obtained 22 g (69percent) of the Compound of Formula (VIa) as a solid and the purity thereof was 98 areapercent as determined by HPLC (UV detection at 220 nm). Content of the impurity Compound of Formula (VIII) as described herein was 1 .2percent as determined by HPLC (UV detection at220 nm).

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; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; SONESSON, Clas; BUKSA, Maija; REINE, Inese; (76 pag.)WO2018/211080; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

39478-78-9, name is 5-Bromo-2-methylaniline, 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. HPLC of Formula: C7H8BrN

Potassium phosphate (8.50 g, 40.0 mmol), L-proline (0.46 g, 4.00 mmol) and copper(l) iodide (0.38 g, 2.00 mmol) were added to a solution of 5-bromo-2- methylaniline (2.5 ml, 20.0 mmol) and morpholine (2.62 ml, 30.0 mmol) in dimethyl sulfoxide (15 ml). The reaction was heated to 120 0C under argon overnight. The reaction was then stirred at 120 0C for a further 6 hours. The reaction was allowed to cool before being diluted with water (-40 ml). The mixture was extracted with ethyl acetate (x3), the organic layer separated and washed with water (x2). The aqueous phase was then back extracted with ethyl acetate (x2). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash-silica gel chromatography to give crude 2-methyl-5-(4- morpholinyl)aniline (0.51 g), which was used without further purification.

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; CHAMBERS, Laura Jane; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; STEADMAN, Jon Graham Anthony; WALTER, Daryl Simon; WO2010/125103; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22034-13-5, 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 22034-13-5 as follows.

FIG. 1 shows a synthesis reaction formula of an indolylbenzothiadiazole derivative according to Examples. N-Boc-indole-2-boronic acid (1 mmol) represented by the formula (4)4-bromo-2, 1, 3-benzothiadiazole (1 mmol) and Pd (PPh 3) 4 (0.1 mmol) represented by the formula (5)The reaction was carried out in dioxane / 2 M aqueous solution of K 2 CO 3 at 95 ¡ã C. for 10 hours. Incidentally,”Boc” represents a tert-butoxycarbonyl group as shown by the formula (6).Next, after post-treatment according to a conventional method, purification was carried out by silica gel column chromatography to obtain a fluorescent organic dye as an indolylbenzothiadiazole derivative represented by the formula (7) in a yield of 83percent.

According to the analysis of related databases, 22034-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yokohama National University; Ito, Suguru; Asami, Masatoshi; Yamada, Takeshi; (16 pag.)JP2016/210753; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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: 2,8-Dibromodibenzo[b,d]furan

General procedure: 3.26 g of 2,8-dibromodibenzofuran, 1.9 g of pyridin-2-ol, 0.2 g of CuI, 0.2 g of 1,10-phenanthroline, and 6.3 g of K3PO4 were added to 200 mL of dimethylformamide (DMF) and stirred at a temperature of 160 C. for 24 hours. After cooling, 400 mL of a mixed solution including brine ice was added thereto, and a reaction mixture was precipitated, filtered, and washed with water. An organic layer obtained therefrom by washing the reaction mixture with ethyl acetate and water three times was dried by using MgSO4 and dried under reduced pressure. Column chromatography was used to obtain 1.77 g (yield: 50%) of Intermediate 1-1.

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Display Co., Ltd.; SIM, Munki; KO, Soobyung; KIM, Sungbum; PARK, Junha; AHN, Heechoon; LEE, Hyoyoung; JEON, Mina; JUN, Mieun; HAN, Junghoon; KIM, Youngkook; HWANG, Seokhwan; (93 pag.)US2019/296253; (2019); 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. 1195-33-1, name is 4-Bromobenzenesulfinic acid, A new synthetic method of this compound is introduced below., Computed Properties of C6H5BrO2S

Thionyl chloride (0.53 ml_) is added to an ice-cooled solution of 4- bromobenzenesulfinic acid (400 mg) in dichloromethane (15 ml_) under an argon atmosphere. The reaction mixture is stirred for 2 h at 0C, warmed to room temperature, and stirred for an additional 30 min. The mixture is concentrated and the residue is co-evaporated twice with toluene to give crude 4-bromobenzenesulfinic chloride, which is dissolved in tetrahydrofuran (3 ml_) and cooled to -78 C. n-Butyllithium (1 .6 M in hexane; 2.26 ml_) is added to 2,2,2-trifluoroacetamide (205 mg) in tetrahydrofuran (3 ml_) at -78 C and the reaction mixture is stirred for 10 min. The mixture is added to the 4-bromobenzenesulfinic chloride solution at -78 C and the reaction mixture is stirred for 1 h. The cooling bath is removed and the reaction is quenched by addition of water and brine. The aqueous layer is extracted with ethyl acetate and the combined extracts are washed with brine and concentrated in vacuo to give the title compound which is used for the next step without further purification. LC (method 1 ): tR = 0.92 min; Mass spectrum (ESI+): m/z = 314 [M-H]

The synthetic route of 1195-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LANGKOPF, Elke; BLUM, Andreas; (89 pag.)WO2016/23789; (2016); 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. 90267-03-1, name is 1-Bromo-3,5-diethylbenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-3,5-diethylbenzene

A mixture of N- ( 4- (methylsulfonyl ) benzyl ) -3, 4-dihydro-2H- (3804) 1.4-benzoxazine-7-carboxamide (0.028 g, 0.08 mmol), 1-bromo- (3805) 3.5-diethylbenzene (34 mg, 0.160 mmol), RuPhos Pd Gl (5.83 mg, 8.00 mumol), RuPhos (3.73 mg, 8.00 mumol) , NaOtBu (0.023 g, 0.240 mmol) and DME (1 mL) was heated at 130 C for 2 h under (3806) microwave irradiation. The reaction mixture was diluted with AcOEt (3 mL) and quenched with H20 (1 mL) , and stirred for 2 min. The organic layer was separated and then the aqueous layer was extracted with EtOAc (2 mL) . The combined organic layer was evaporated by blowing away with the air at 60 C. The residue was purified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3 aq. 5:95?100:0). Pure fractions were combined and concentrated by blowing away with the air at 60C to afford the title compound (23 mg, 0.0481 mmol, 60%).

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-4-(tert-butyl)aniline

Prepared according to a modified literature procedure.14 To a solution of 2-bromo-4-(tert-butyl)aniline (11) (684 mg, 3.00 mmol, 1.0 eq.) in acetonitrile (6 mL) at room temperature, was added methyl acrylate (675 muL, 7.50 mmol, 2.5 eq.), palladium acetate (135 mg, 0.6 mmol, 20 mol %), tri-o-tolylphosphine (640 mg, 2.10 mmol, 0.7 eq.) and triethylamine (1.67 mL, 12.0 mmol, 4.0 eq.).The reaction was heated to reflux for 9 hours, cooled to room temperature and concentrated under reduced pressure. The crude residue was dissolved in ethyl acetate, washed with water and the aqueous phase extracted with ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent removed under reduced pressure. Purification by flash chromatography on silica gel (SiO2, petroleum ether 30-40: EtOAc 9:1-4:1) afforded the title compound as a yellow solid (531 mg, 2.28 mmol, 76 % yield).

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Buckingham, Faye; Calderwood, Samuel; Checa, Begona; Keller, Thomas; Tredwell, Matthew; Collier, Thomas Lee; Newington, Ian M.; Bhalla, Rajiv; Glaser, Matthias; Gouverneur, Veronique; Journal of Fluorine Chemistry; vol. 180; (2015); p. 33 – 39;,
Bromide – Wikipedia,
bromide – Wiktionary