Tag: M.W=100-200

Synthetic Route of 1003-98-1, These common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, 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 148:; 148 EPO To a N, N-dimethyl-formamide solution (10 mL) of ethyl (3R)-3-[(tert-butoxycarbonyl)amino]hex-5- ynoate (1.26 g, 4.94 mmol) was added 4-fluoro-2-iodoaniline (1.29 g, 5.44 mmol), diisopropylamine (15 mL), dichlorobis(triphenylphosphine)-palladium (II) (76 mg, 0.109 mmol) and CuI (31 mg, 0.163 mmol). The mixture was stirred at 25C for 15h after three circles of nitrogen/vacuum flush. DMF was removed by vacuum and the residue was diluted with EtOAc (75 mL). It was then washed with NH4CI solution (1×50 mL) and brine (2×50 mL), dried with Na2SO4 and concentrated. After column chromatography (12% ethyl acetate in hexane), the title compound was obtained in 88% yield (1.58g). 1H NMR (CDCI3): delta 6.95 (1 H, m), 6.84 (1 H, m), 6.64 (1 H, m), 5.26 (1 H, br s), 4.22-4.10 (3H, m), 2.82-2.60 (4H, m), 1.44 (9H, s), 1.27 (3H, t, J=7.1 Hz).

Statistics shows that 2-Bromo-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 1003-98-1.

Reference:
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
Bromide – Wikipedia,
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Application of 1422-54-4, The chemical industry reduces the impact on the environment during synthesis 1422-54-4, name is 2-Bromo-6-fluorotoluene, I believe this compound will play a more active role in future production and life.

The boronate ester (151 mg) and 2-bromo-6-fluoro-toluene (139 mu) were dissolved in dioxane (3 mL). K3PO4.7H2O (373 mg) and PdCI2(PPh3)2 (26 mg) were added under an N2-atmosphere and the resulting mixture was subjected to microwave irradiation (250W, 120C, 60-90 min.). The reaction mixture was cooled, filtered over a layer of decalite and washed with ethyl acetate. Evaporation of the solvent and chromatography over silica gel with ethyl acetate/heptane afforded 3-(2-chlorophenyl)-4-(2-methyl-3-fluorophenyl)-5-(4-methoxyphenyl)- isoxazole (124 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, 2-Bromo-6-fluorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N. V. ORGANON; DIJCKS, Fredricus Antonius; VEENEMAN, Gerrit Herman; PETERS, Johannes Lambertus Maria; WO2012/52395; (2012); 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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3BrF2

General procedure: To 2 mL of 1,4-dioxane in microwave reaction vessel were added bromobenzene (0.20 g, 1.27 mmol), bis(pinacolato)diboron (0.36 g, 1.40 mmol), potassium acetate (0.38 g, 3.8 mmol), and PdCl2(dppf) (0.028 g, 0.038 mmol). The reaction mixture was heated to 110 ¡ãC by microwave irradiation at power 100 W for 10 min. After solvent was removed under reduced pressure, the residue was purified by dry column vacuum chromatography (DCVC) using dichloromethane (DCM) as eluent provided the 0.16 g in 62 percent yield;

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 38573-88-5.

Reference:
Article; More, Kunal N.; Hong, Victor S.; Lee, Ahyeon; Park, Jongsung; Kim, Shin; Lee, Jinho; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2513 – 2517;,
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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 53078-85-6

To a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0 C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0 C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give tert-butyl 2-bromo-5-methylphenylcarbamate as a light yellow oil.

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE BIOLOGICALS SA; Singh, Manmohan; Skibinski, David; Cianetti, Simona; Doro, Francesco; Jain, Siddhartha; (96 pag.)US9950062; (2018); B2;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 1798-85-2, name is 1-Bromo-3-cyclopropylbenzene, molecular formula is C9H9Br, 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: C9H9Br

A mixture of N- (4- (methylsulfonyl ) benzyl) -3, 4-dihydro-2H- (3811) 1 , 4-benzoxazine-7-carboxamide (0.028 g, 0.08 mmol), l-bromo-3- cyclopropylbenzene (32 mg, 0.160 mmol), RuPhos Pd Gl (5.83 mg, 8.00 mumol) , RuPhos (3.73 mg, 8.00 muiotatauiotaomicron) , NaOtBu (0.023 g, 0.240 mmol) and DME (1 mL) was heated at 130 C for 2 h under (3812) 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 concentxated by blowing away with the air at 60C to afford the title compound (19.8 mg, 0.0428 mmol, 54%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1798-85-2, its application will become more common.

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

Reference of 39478-78-9, These common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-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.

To a solution of 5-bromo-2-methylaniline (5.0 g, 27 mmol) in conc.H2S04 (40 mL) was added KN03 (2.7 g, 27 mmol) in portions and kept the internal temperature below 5 C. The resulting mixture stirred for 2 hrs under ice bath. The resulting mixture was poured into icewater and stirred for 10 mm. The mixture was filtered and the cake was washed with water(100 mL). The cake was purified by column chromatography (PE: EtOAc from 20: ito 10: 1)to give the title compound (3.1 g, yield 50%).0421 1H NMR (300 MHz, CDCI3): oe 7.88 (s, IH), 6.91 (s, 1H), 4.25 (brs, 2H), 2.16 (s, 3H).

Statistics shows that 5-Bromo-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 39478-78-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; DING, Xiao; JIN, Yun; LIU, Qian; REN, Feng; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; WANG, Hailong; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (573 pag.)WO2017/12576; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene, molecular formula is C9H11Br, 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. Safety of 1-Bromo-2,4,5-trimethylbenzene

d. N,N’-(4,4′-(cyclohexane-1 ,1 -diyl)bis(4, 1 -phenylene))bis(2,4,5-trimethyl- N-(2,4,5-trimethylphenyl)aniline) In a dry box, 4,4′-(cyclohexane-1 , 1 -diyl)dianiline (6.75 g, 25.09 mmol), 1 – bromo-2,4,5-trimethylbenzene (21 .19 g, 105.36 mmol), tris(tert- butyl)phosphine (0.41 g, 2.01 mmol) and Pd2(DBA)3 (0.92 g, 1 .00 mmol) were combined in round bottom flask and dissolved in 450 ml of dry toluene. The solution was stirred for a minute and followed by sodium tert- butoxide (10.61 g, 1 10.38 mmol) and 50 ml of dry toluene. A heating mantle was added and the reaction heated to 80C for 18 hour. The reaction mixture was then cooled to room temperature and filtered, washing with chloroform. The solvent was removed by rotary evaporation and the residue was purified further by silica gel column chromatography using a gradient of chloroform in hexanes (0-25%). The product containing fractions were collected and combined. The solvent was removed by rotary evaporation. The crude product was dissolved in DCM (100 ml_) and precipitated into methanol (700 ml_) to give 1 7.47 g (94%) product as a white powder. 1 H NMR (CDCI3) is consistent with structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5469-19-2, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WANG, Ying; WU, Weishi; DOBBS, Kerwin, D.; WO2011/49904; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

6-t-butyll-8-H-pteridinone (50 mg, 0.21 mmol, from preparative example 3) in 1 mL DMF was added 60 mg potasium carbonate and 1.5equiv. of 1-bromo-3,3-dimethylbutane. The reaction mixture was stirred at rt for 4 hours. The solid was filtered. The filtrate was concentrated. The residue was purified by column chromotagraphy (silica gel, 4:1 hexanes:ethyl acetate) to give 51 mg desired product. LC-MS [M+1]=319.

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-Bromo-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhu, Song; US2005/250779; (2005); 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,2-dimethylpropane

To a solution of 0,8g(33,10 mmol)of magnesium turnings and 2,0g(13,2 mmol)of 1- bromo-2,2-dimethylpropane in 10 mL diethyl ether was added a solution of 1.42 g (7.76 mmol) of 4-bromostyrene and 69 mg (0.13 [MMOL) OF NI] (dppf) [C12.] The resulting reaction mixture was heated at refluc for 8 h. The reaction was quenched with [50%] saturated NH4Cl, and was extracted with MTBE (2 x 150 mL). The combined extractions were washed with water, dried and concentrated. Flash chromatography on a Biotage 40M cartridge with hexanes as the eluant afforded 1.74 g of the title compound [: LH NMR (500 MHZ) a 0.] 93 (s, 9H), 2.49 (s, 2H), 5.20 (d, J = 10.9, 1H), 5.73 (d, [J] = 17.6, 1H), 6.72 (dd, [JL] [= 17.] 6, J2 [= 10.] 8,1H), 7.10 (d, J = 8.2, 2H), 7.33 (d, J = 8.0, 2H); ESI-MS 161 (M+H); LC-1: 4.4 min.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2004/35538; (2004); 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. 6911-87-1, name is 4-Bromo-N-methylaniline, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Weigh BTC (58mg, 0.2mmol) in a 25mL two-neck bottle.Add 5 mL of anhydrous dichloromethane, magnetically stir, add equivalents of N-methyl-p-bromoaniline, triethylamine (0.25 mmol) and 5 mL of dichloromethane to a 25 mL constant pressure dropping funnel.Under ice bath, slowly add dropwise. After the addition, the ice salt bath was removed and stirred at room temperature for 4 h.HZA (40 mg, 0.1 mmol) was added to a 10 ml vial, and traces of DMAP, 5 mL of dichloromethane were added, and magnetically stirred at room temperature until completely dissolved.The solution was slowly added dropwise to the reaction liquid in the above step under an ice salt bath.At the end of the addition, the ice salt bath was removed and stirred at room temperature. After the reaction is completed, 3 to 6 times the volume of the reaction liquid is added to the above reaction liquid, and the mixture is extracted with ethyl acetate for 3-5 times. The organic layer is combined, washed with a saturated NaCI solution, dried over anhydrous Na2SO?Concentrate the crude product as a yellow oil, then the crude product was taken from petroleum ether:Ethyl acetate with a volume ratio of 20:1 mixed solvent elution, thin layer detection,Collecting an eluent that is strongly UV at 254 nm and less polar than HZA,The combined eluate and the product obtained by evaporating the solvent under reduced pressure are dried to obtain HZAM-17.The yield was 93%.

The synthetic route of 6911-87-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Zhan Zhajun; Shan Weiguang; Chen Yan; Shu Renhuan; Wang Jianwei; Ma Liefeng; (31 pag.)CN109956952; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary