Month: August 2021

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. 24468-88-0, name is N-Benzyl-2-bromo-N-(2-bromoethyl)ethanamine, A new synthetic method of this compound is introduced below., Safety of N-Benzyl-2-bromo-N-(2-bromoethyl)ethanamine

To a 0 C solution of 6,7-dihydro-5H-cyclopenta[b]pyridin-5-one (1.70 g, 12.77 mmol) in DMF (20 mL) under nitrogen atmosphere was added NaH (60% dispersion in mineral oil, 982 mg, 24.55 mmol) in three portions, and the mixture was heated to 60 C, stirred for 1 h at thistemperature. Then N-benzyl-2-bromo-N-(2-bromoethyl)ethan-1-amine (4.54 g, 14.14 mmol) was added and stirred at 60 C for another 1 h. After cooling to RT, the reaction mixture was quenchedwith water (80 mL), extracted with EA (3 > 80 mL). The combined organic layers were washed with water (3 x 80 mL), dried over anhydrous Na2504, filtered and concentrated under reduced pressure. The residue was purified by silica chromatography (eluting with EA) to give1?-benzylspiro[cyclopenta[b]pyridine-6,4?-piperidin]-5(7H)-one (1.14 g). MS: m/z 293 (M+H).

The synthetic route of 24468-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JACOBIO PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; MA, Cunbo; GAO, Panliang; HU, Shaojing; XU, Zilong; HAN, Huifeng; WU, Xinping; KANG, Di; LONG, Wei; (202 pag.)WO2018/172984; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2789-89-1, 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. 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 7 ml screw-cap tube, containing a magnetic stirring bar, was flame-dried undervacuum and filled with nitrogen after cooling to room temperature. To this tube wereadded tetraarylthiophene S-oxide 6 (0.03 mmol, 1.0 equiv.), diarylethyne 7 (0.06 mmol,2.0 equiv.) and mesitylene (200 mul) under a stream of nitrogen. The flask was heatedat 160 C for 48 h. After cooling the reaction mixture to room temperature, themixture was concentrated in vacuo and the residue was purified by preparativethin-layer chromatography to afford the corresponding HAB 9.

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, 1,2-Bis(4-bromophenyl)ethyne, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Suzuki, Shin; Segawa, Yasutomo; Itami, Kenichiro; Yamaguchi, Junichiro; Nature Chemistry; vol. 7; 3; (2015); p. 227 – 233;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Pyridine (10.39 g, 131.35 mmol, 1.00 equiv) was added over a solution of 4- dimethylaminopyridine (1.618 g, 13.24 mmol, 0.10 equiv) in dichloromethane (80 mL). The reaction mixture was cooled down to 0 C and a solution of cinnamoyl chloride (21.85 g, 131.15 mmol, 1.00 equiv) in dichloromethane (66 mL) was added. The resulting solution was stirred for 15 min at 0 C and a solution of 2-bromo-4-fiuoroaniline (25.0 g, 131.57 mmol, 1.00 equiv) in dichloromethane (125 mL) was added dropwise. The cooling bath was removed and the mixture was allowed to react at room temperature for one additional hour. After quenching with 100 mL of H2O, the solids were collected by filtration to afford the desired product as yellow solid in 88% yield.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; RICO, Alice Chen; SUTTON, JR., James Clifford; (317 pag.)WO2019/18562; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.

Reference:
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 73918-56-6, The chemical industry reduces the impact on the environment during synthesis 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, I believe this compound will play a more active role in future production and life.

Step 1 A solution of 4-bromophenethylamine (10 g, 50 mmol), di-tert-butyldicarbonate (21.82 g, 100 mmol), triethylamine (13.9 ml, 100 mmol), and anhydrous methanol (350 ml) was refluxed for 2 h. The reaction mixture was concentrated in vacuo and the residue was stirred with water, filtered, washed with water and air dried to give N-(tert-butoxycarbonyl)-4-bromophenethylamine (15 g).

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-(4-Bromophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Syntex (U.S.A.) LLC; US6323223; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3814-30-0,Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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.

REFERENCE EXAMPLE 78 A stirred solution of 3-hydroxy-4-methoxy-benzaldehyde (5.74 g) in dry dimethylformamide (50 mL) is treated with cyclopentylmethyl bromide (7.34 g) and potassium carbonate (15 g), and the solution is heated at 60 C. for 24 hours. After cooling and filtration, the solution is evaporated to low bulk and dissolved in ethyl acetate (100 mL). The organic solution is washed with aqueous sodium hydroxide solution (4*50 mL; 2N) and water (2*50 mL), dried over magnesium sulfate, and evaporated to give 3-cyclopentyl-methoxy-4-methoxybenzaldehyde (6.5 g) in the form of a light brown oil. By proceeding in a similar manner, but using the appropriate quantity of isopropyl bromide, there is prepared 3-isopropoxy-4-methoxybenzaldehyde, in the form of a light golden oil. ?NMR (CDCl3): 9.85(s,1H), 7.46(dd,1H), 7.43(d,1H), 6.98(d,1H), 4.65(m1H), 3.94(s,3H),[1.41(d,6H)].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Bromomethyl)cyclopentane, its application will become more common.

Reference:
Patent; Rhone-Poulenc Rorer Limited; US5935978; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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. SDS of cas: 112734-22-2

(2) To a solution of 4-bromo-2-fluorobenzylamine (0.93 g) and triethylamine (1.3 ml) in N,N-dimethylformamide (5 ml) was added a solution of ethyl(R)-2,5-dioxo-3-(2-trichloroacetylpyrrol-1-yl)pyrrolidine-3-carboxylate (1.16 g) in N,N-dimethylformamide (3 ml) dropwise at room temperature. This mixture was stirred at room temperature for 8 hours. This reaction mixture was diluted with ethyl acetate, then washed with 1 M hydrochloric acid (three times), water (four times), and saturated brine successively, dried over magnesium sulfate, filtered and concentrated to give a crude product as yellow oil. This was purified by flash column chromatography (n-hexane: ethyl acetate =2:1) to give(3R)-2′-(4-bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4′(1’H)-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5(2H’)-tetraone (831 mg, 65%). This product was further crystallized from n-hexane-ethyl acetate to give the desired product (385 mg) as crystal.Mp: 189-191 C. 1H NMR (400 MHz, DMSO-d6, 22 C.) delta: 12.2 (br s, 1H), 7.73 (dd, 1H, J=2.0, 3.2 Hz), 7.55 (dd, 1H, J=2.0, 9.6 Hz), 7.36 (dd, 1H, J=2.0, 8.4 Hz), 7.17-7.12 (m, 2H), 6.53 (dd, 1H, J =2.8, 4.0 Hz), 5.04 (d, 1H, J=15.2 Hz), 4.96 (d, 1H, J=15.6 Hz), 3.57 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.

Reference:
Patent; Tanaka, Daisuke; Tanaka, Hiroaki; US2011/190497; (2011); 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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., Formula: C18H11BrO

A flask was charged with 3.4 g of N,N?-diphenylbenzidine, 6.8 g of the intermediate 3, 2.6 g of sodium t-butoxide (manufactured by Hiroshima Wako Co., Ltd.), 92 mg of tris(dibenzylideneacetone)-dipalladium (O) (manufactured by Aldrich Co., Ltd.), 42 mg of tri-t-butylphosphine and 100 mL of dehydrated toluene under argon flow to carry out reaction at 80° C. for 8 hours.After cooling down, 500 mL of water was added thereto, and the mixture was filtered through celite. The filtrate was extracted with toluene, and the extract was dried on anhydrous magnesium sulfate. This was concentrated under reduced pressure, and a crude product obtained was refined through a column and recrystallized from toluene. It was separated by filtration and then dried, whereby 4.1 g of a pale yellow powder was obtained.

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; Idemitsu Kosan Corporation; Yabunouchi, Nobuhiro; Inoue, Tetsuya; (38 pag.)KR101551591; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 327-51-5 as follows. SDS of cas: 327-51-5

To a Et2O solution (200 mL) containing 1,4-dibromo-2,5-difluorobenzene (19.72 g, 72.5 mmol) cooled to -78 degrees C. was added 30.5 mL of a 2.5 M hexanes solution of n-BuLi (76.2 mmol). The resulting green solution was stirred for 20 min at -78 degrees C. when DMF (7.95 g, 10.8 mmol) was added. The reaction was stirred for 30 min and then quenched with H2O. The organics were taken up in EtOAc and washed with sat. NaHSO4 followed by drying over MgSO4. The solvent was removed in vacuo and the residual oil purified on the Biotage (2-5% EtOAc/hexanes) yielding 11.4 g (51.7 mmol) of 4-bromo-2,5-difluorobenzaldehyde. 1H NMR (400 MHz, CDCl3) delta 10.2 (s, 1H), 7.57 (m, 1H), 7.45 (m, 1H) ppm.

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); 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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H4BrF2N

Preparation example 5: Preparation of (Z)-N’-(4-bromo-2,6-difluorophenyl)-N-isopropyl acetamidine 4-bromo-2,6-difluroaniline (7.87 g, 37.9 mmol)), N-isopropylacetamide (7.65 g, 75.7 mmol) and triethylamine (5.7 g, 56.9 mmol) were dissolved in toluene (150 mL), and phosphorus oxychloride (5.8 g, 37.9 mmol) was added slowly. After the addition, the mixture was heated to reflux for 3 h. Then, the reaction mixture was cooled to room temperature, the solvent was removed by reduced pressure distillation, and dichloromethane (200 mL) was added. The resultant mixture was washed with saturated sodium hydrogen carbonate solution (2×100 mL) twice, dried by anhydrous sodium sulfate, filtrated under suction, and distilled under reduced pressure, to get the solid title compound (7.3 g, yield: 66.2%).

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; Xuanzhu Pharma Co., Ltd.; WU, Frank; CHEN, Bo; (105 pag.)EP3091008; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary