Tag: M.W=200-300

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. 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H3Br2F

To 1 .00 g (3.94 mol) 1 ,3-dibromo-2-fluoro-benzene, 820 mg (3.94 mmol) N-phenyl-1 H- benzimidazol-2-amine and 2.51 g (1 1.8 mmol) potassium phosphate tribasic in 15 ml DMA are added, and it is stirred at 160 C for 15 h under nitrogen. The reaction mixture is poured on water. The product is filtered off and washed with water. Yield 1.38 g (96.5 %) 1H NMR (400 MHz, CDCI3): delta = 8.87 (d,1 H), 7.74-7.80 (m, 3H), 7.62-7.67 (m, 2H), 7.49-7.53 (m, 2H), 7.36-7.43 (m, 2H), 7.25-7.30 (m, 1 H), 7.18 (t, 1 H)

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 1435-54-7.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (314 pag.)WO2017/56052; (2017); A1;,
Bromide – Wikipedia,
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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. 14659-58-6, name is 2-Bromo-5-fluoro-1,3-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

A solution of 2-bromo-5-fluoro-1,3-dimethylbenzene (25 g, 123 mmol) in tetrahydrofuran (300 mL) was cooled to -78 C and n-butyllithium (59.1 mL, 148 mmol) wasadded dropwise at a rate to keep the internal temperature at or below -75 C. The mixture was stirred for 2 hours and then trimethylborate (16.51 mL, 148 mmol) was added and the mixture stirred for 3 hours at -78 C, then warmed to ambient temperature. After 4 hours, the mixture was cooled to -10 C and a precooled solution of NaOH (7.39 g, 185 mmol) and 30 % hydrogen peroxide (201 mL, 1970 mmol) was added. Once the addition was completethe mixture was allowed to warm to ambient temperature overnight. The pH of the mixture was adjusted to pH 1 with 2M HC1. 400 mL of ethyl ether and 200 mL of water were added and the layers were separated. The aqueous layer was extracted with 3 x 200 mL of ether, and the combined organic layers were washed with saturated NaHCO3 and saturated Na5203, then stirred with a saturated aqueous Na5205 solution (200 mL) for 15 minutes. The organicphase was dried with anhydrous magnesium sulfate, filtered, and concentrated. The residues were taken up in 1/1 diethyl ether/pentane and flushed through a silica plug. Concentration of the filtrate provided 11 .47g (67%) of the title compound.

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 14659-58-6.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; HASVOLD, Lisa A.; LIU, Dachun; MCDANIEL, Keith F.; PRATT, John; SCHRIMPF, Michael; SHEPPARD, George S.; WANG, Le; LI, Bing; (191 pag.)WO2017/177955; (2017); A1;,
Bromide – Wikipedia,
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Synthetic Route of 4549-33-1, A common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, molecular formula is C9H18Br2, 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.

Synthesis of Compound 9.1 [0189] To a solution of 2075-45-8 (1.30 g, 8.84 mmol, 1.0 eq) in CH3CN (20 ml) were added K2C03 (1.41 g, 13.26 mmol, 1.5 eq) and 4549-33-1 (5.05 g, 7.68 mmol, 2.0 eq). The reaction mixture was stirred at 65 C for 16 h. After cooling down to ambient temperature, the resulting solution was diluted with H20 (100 mL), extracted with ethyl acetate (100 ml). The organic layer was dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by silica gel column (PE / EA = 10 / 1) to give 9.1 (2.08 g, yield: 66%) as a white solid. 1H NMR (400 MHz, CDC13) delta: 7.44 (s, 1H), 7.38 (s, 1H), 4.09 (t, J = 1.2 Hz, 2H), 3.41 (t, J = 1.2 Hz, 2H), 1.87-1.80 (m, 4H), 1.42-1.37 (m, 2H), 1.29-1.24 (m, 8H); ESI-MS (M+H) +: 351.0.

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; JENKINS, Tracy; VESSELS, Jeffery; WO2014/143672; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 6-(4-chlorophenyl)-1-methyl-8-(1H-pyrazol-4- yl)spiro[benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-4,1′-cyclopropane] (59-2) (100 mg, 249 mumol) in DMF(1.5 mL) was added Cs2CO3 (121 mg, 373 mumol) and 1,9-dibromononane (85.2 mg, 298 mumol) . The mixture was stirred for 4h at 30 C. Water(30 mL) and EA(30 mL*2) were added. The Combined organic layers was dried over Na2SO4 and concentrated, purified with prep- TLC (EA=100%) to give 8-(1-(9-bromononyl)-1H-pyrazol-4-yl)-6-(4-chlorophenyl)-1- methylspiro[benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-4,1′-cyclopropane] (113-1) (39.2 mg, 26.1 %) as an oil. LCMS (ES+): m/z= 605 [M + H]+

The chemical industry reduces the impact on the environment during synthesis 1,9-Dibromononane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; MICHAEL, Ryan, E.; (790 pag.)WO2017/197056; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 112734-22-2, 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 112734-22-2 as follows.

General procedure: To a stirred solution of N-(t-butoxycarbonyl)glycine (1 mmol) in CH2Cl2 (10 mL) was added CDI (1.1 mmol), and the resulting mixture was stirred at room temperature for 1 h. To the resulting mixture was added amine (1 mmol), and the reaction mixture was stirred at room temperature for 24 h. The solvent was removed under reduced pressure, and the residue was chromatographed on silica gel (20 g, hexane : acetone = 6 : 1 ~ 3 : 1) to give the corresponding amide.

According to the analysis of related databases, 112734-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mori, Hisashi; Wada, Ryogo; Li, Jie; Ishimoto, Tetsuya; Mizuguchi, Mineyuki; Obita, Takayuki; Gouda, Hiroaki; Hirono, Shuichi; Toyooka, Naoki; Bioorganic and Medicinal Chemistry Letters; vol. 24; 16; (2014); p. 3732 – 3735;,
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. 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, A new synthetic method of this compound is introduced below., Product Details of 5003-71-4

Di-tert-butyl dicarbonate (1.01 g, 4.6mmol) was dissolved in N,N-dimethylacetamide (12ml) and added with 3-bromoaminopropane hydrobromide (1.01 g, 4.6mmol) and potassium carbonate(0.64 g, 4.6mmol). The reaction was carried out at 45-50C for 1 hour. 2-(5-Nitropyridine-2-yl)phenol(0.50 g, 2.3mmol) synthesized in Example 63 (i) and potassium carbonate (0.64 g, 4.6mmol) were added. The reaction was carried out at 50C for 20 minutes and at 75-80C for 1 hour. The reaction was cooled and extracted with addition of water and ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure. The precipitated crystals were filtered with addition of water. The resulting crystals were dissolved in methanol, and hydrolyzed with dropwise addition of hydrochloric acid at 50C. The solution was concentrated and neutralized with saturated aqueous sodium bicarbonate. The precipitated crystals were filtered to give the title compound (0.57 g, 66.4%).

The synthetic route of 5003-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daito Chemix Corporation; Kyoto University; KAKIZUKA, Akira; HORI, Seiji; SHUDO, Toshiyuki; FUCHIGAMI, Tomohiro; EP2599771; (2013); A1;,
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 327-52-6 as follows. Application In Synthesis of 1-Bromo-2,4,5-trifluorobenzene

Synthesis P 2′,4′,5′-Trifluoro-/V-((1 s,4s)-4-hydroxy-4-methylcyclohexyl)- [1 , 1 ‘-biphenyl]-4-sulfonamide (HMC-C-10-B) A stirred solution of N-((1 s,4s)-4-hydroxy-4-methylcyclohexyl)-4-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)benzenesulfonamide (1.8 g, 4.55 mmol), 1-bromo-2,4,5- trifluorobenzene (2.4 g, 1 1 .4 mmol) and sodium carbonate (1 .2 g, 1 1 .3 mmol) in dioxane: water (30:3 mL) was degassed using argon for 10 minutes. [1 , 1 -Bis(diphenylphosphino) ferrocene] dichloropalladium(ll) (0.333 g, 0.455 mmol) was added and the reaction mixture was degassed for another 10 minutes and stirred at 1 10C for 6 hours. Solvent was evaporated under reduced pressure and the compound was extracted into ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 230-400 mesh silica gel with 10-60 % ethyl acetate in hexane as eluent. The resulting residue was washed with hexane followed by n-pentane to afford the title compound (0.60 g, 33%). 1H NMR (400 MHz, CDCI3) delta: 8.00 – 7.91 (m, 2H), 7.66 – 7.58 (m, 2H), 7.33 – 7.27 (m, 1 H), 7.12 – 7.02 (m, 1 H), 4.42 (d, J = 7.8 Hz, 1 H), 3.25 – 3.1 1 (m, 1 H), 1.77 – 1.45 (m, 7H), 1.45 – 1.32 (m, 2H), 1.20 (s, 3H). LCMS: mobile phase A: 5 mM ammonium formate in water + 0.1 % ammonia, mobile phase B: acetonitrile + 5% mobile phase A + 0.1 % ammonia; Column: YMC Triart, C18 (50X4.6 mm) 3um; Flow rate: 1.4 mL/min. Run time: 4.5 mins – starting solvent 10:90 B:A is increased linearly to 95:5 B:A over the first 2.5 mins, held at 95:5 B:A for 0.5 min, reduced linearly to 10:90 B:A over 1 min and held at 10:90 B:A for the final 0.5 min. Retention time 2.53 min m/z 398[M-H].

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIMCO 2664 LIMITED; SMITH, Stephen Allan; PATEL, Lisa; GREIG, Iain Robert; (91 pag.)WO2016/97001; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2635-13-4, A common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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 3 Alternative Syntheses of (s)-alpha-methyl-1,3 benzodioxole-5-ethanol 3.47 grams of 4-bromo-1,2(methylenedioxy)benzene were dissolved in 100 ml of tetrahydrofuran at -78 C., 13.9 ml of 1,3M sec-butyllithium in cyclohexane was then added to consume the aryl halide in less than 30 minutes. 1.00 grams of (S)-(-)-propylene oxide in 2 ml THF was added by syringe and the solution stirred for 45 minutes. The solution was then warmed to 23 C. for 16 hours. The reaction mixture wag poured into 3M ammonium chloride solution and the product isolated by extraction with ethyl acetate. The combined extracts were dried over magnesium sulfate filtered through florisil and concentrated by rotary evaporation. The residual oil was purified by silica gel chromatography and eluted with a 50:50 mixture of hexane and diethyl ether to yield 1.40 g (45%) of the subtitled intermediate. Pchem: [alpha]365+117.2 (c 1.0, CHCl3) TLC Rf=0.26 (50:50 hexane:ether); IR (CHCl3) 3598, 3012, 2973, 2887, 1490, 1249, 1041 cm-1; 13C NMR (CDCl3) d 147.75, 146.19, 132.26, 122.27, 109.68, 108.30; mass spectrum, m/z (FD, M+) 180; Anal. Calcd. for C10H12O3: C, 66.65; H, 6.71. Found: C, 66.42; H, 6.66.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US6329364; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 40161-54-4, 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. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1.5 g of 4-bromo-3-fluorobenzotrifluoride, 0.46 ml of ethanethiol, 851 mg of potassium carbonate and 2 ml of DMF was stirred at 75C for 2.5 hours. Water was poured to the cooled reaction mixture, and the mixture was extracted with t-butyl methyl ether. The organic layer was washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 1.15 g of 4-bromo-3-ethylsulfanylbenzotrifluoride. 4-Bromo-3-ethylsulfanylbenzotrifluoride 1H-NMR(CDCl3) delta: 7.65(1H, d), 7.38(1H, d), 7.26-7.22(1H, m), 3.01(2H, q), 1.41(3H, t).

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-2-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Co., Ltd; TAKAHASHI, Masaki; ITO, Mai; NOKURA, Yoshihiko; TANABE, Takamasa; SHIMIZU, Chie; EP2862853; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22034-13-5, 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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows.

2000mL 1-neck flask (one neck flask) for 4-bromo-benzo [c] [1,2,5] thiadiazole (10g, 46.5 mmol), NaBH4 (17.6g, 465 mmol) were placed into a 900mL EtOH after stirring at room temperature for 16 hours. When the reaction is complete, remove the solvents by rotary evaporation the drier and extracted with CHCl3. Thus extracted organic layer was washed with brine solution. Thereafter, the dried organic layer was again put on MgSO4 and the solvent removed by evaporation dryer to give the title compound C-2-1 (8.0g, 47.6 mmol, 92percent).

The chemical industry reduces the impact on the environment during synthesis 4-Bromobenzo[c][1,2,5]thiadiazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hee SungMaterial Co., Ltd; Lee, Gyung Uhn; Kim, Sin Tae; Kim, Yeong Woo; Uhm, Sung Jin; Lee, Ju Dong; (54 pag.)KR101612903; (2016); B1;,
Bromide – Wikipedia,
bromide – Wiktionary