Tag: M.W=100-200

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. 452-62-0, name is 3-Bromo-4-fluorotoluene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H6BrF

EXAMPLE 3 4-Methyl-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene Hydrochloride The title compound was prepared by the methods described in Examples 1 and 2 starting with 2-fluoro-5-methylbromobenzene. (data for free base) 1H NMR (400 MHz, CDCl3) delta 7.04 (d, J=7.5 Hz, 1H), 6.99 (s, 1H), 6.98 (d, J=7.5 Hz, 1H), 2.98-2.90 (m, 4H), 2.63 (m, 2H), 2.35 (m, 1H), 2.32 (s, 3H), 1.87 (d, J=11.5 Hz, 1H). APCI MS m/e 174.2 [(M+1)+]. (HCl salt) M.p. 254-255 C. Anal. Calcd. for C12H12F3N.HCl.1/3H2O: C, 53.44; H, 5.11; N. 5.19. Found C, 53.73; H, 4.82; N, 5.15.

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 452-62-0.

Reference:
Patent; Pfizer Inc; US6605610; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7745-91-7,Some common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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: The substituted amines (2mmol) and triethylamine were taken in THF (20mL) and anhydrous potassium carbonate was added (600mg) to it. A solution of 3 (2mmol), in THF (10mL) was added drop wise with stirring for 30min. The reaction mixture was refluxed for 10h. After completion of the reaction (TLC), the reaction mixture was then desolventized in rotavapor and the compound is extracted in dichloromethane. The dichloromethane layer was washed with water and dried over anhydrous Na2SO4 and further desolventization in rotary evaporator to get the desired compound. Structure verification data for novel compounds are documented in Supplementary File.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-methylaniline, its application will become more common.

Reference:
Article; Prashanth; Madaiah; Revanasiddappa; Veeresh; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 110; (2013); p. 324 – 332;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1003-99-2, name is 2-Bromo-5-fluoroaniline, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1003-99-2, Quality Control of 2-Bromo-5-fluoroaniline

2-Azido-l-bromo~4-fluorobenzene. 2-Bromo-5-fluoro aniline (2.00 g, 10.53 mmol) was dissolved in concentrated HCl (10 mL) and water (10 mL) and cooled to 0 °C. Aqueous NaNO2 solution (1.090 g, 15.8 mmol OfNaNO2 in 10 mL of water) was added dropwise at such a rate that the temperature did not exceed 5°C. This mixture was stirred at 00C for 1.5 h. A solution OfNaN3 (1.027 g, 15.8 mmol) and NaOAc (12.95 g, 158 mmol) in water (50 rnL) was then added at 0-5°C and the mixture was stirred for an additional Ih at this temperature. The mixture was extracted with ethyl acetate and the combined extracts were washed with brine and dried over Na2SO4. The filtrate was concentrated to afford the title compound as a tan solid (2.188 g, 96percent): 1H NMR (400 MHz, CDCl3): 7.53 (1 H, dd, J=8.8, 5.6 Hz), 6.94 (1 H, dd, J=8.8, 2.8 Hz), 6.79 (1 H, ddd, J=8.8, 7.6, 2.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: m-CPBA(1.7 g, 8.0 mmol, 85%) was dissolved in 1,2-dichloroethane (15.0 mL) in a threeneckflask equipped with a condenser and heated to reflux (at rt in case of 1b).Then, the substrate aromatic amine (2.0 mmol) dissolved in 1,2-dichloroethane(5.0 mL) was added dropwise to the refluxing peracid solution. After 10 h, themixture was cooled to rt and quenched with saturated aqueous Na2S2O3. Thesolvent was removed under reduced pressure and the residue was treated with10% NaOH solution followed by extraction with EtOAc. The combined extracts were washed with H2O and brine, dried over anhydrous Na2SO4. Removal of thesolvent under vacuum afforded the crude product, which was purified bycolumn chromatography using hexane/ethyl acetate as eluant.

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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Jia; Li, Jue; Ren, Jiangmeng; Zeng, Bu-Bing; Tetrahedron Letters; vol. 55; 9; (2014); p. 1581 – 1584;,
Bromide – Wikipedia,
bromide – Wiktionary

399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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. category: bromides-buliding-blocks

Referential Example 34: 6-(t-Butyl-diphenylsilyloxy)-1-(2,5-difluorophenyl)-1-hexanol A tetrahydrofuran (30 ml) solution of 1-bromo-2,5-difluorobenzene (0.956 ml, 8.46 mmol) was stirred at -78C. To the reaction mixture was added a hexane solution (6.46 ml, 10.2 mmol) of n-butyl lithium.. The reaction mixture was added to a tetrahydrofuran (20 ml) solution of 6-(t-butyldiphenylsilyloxy)hexanal (2.50 g, 7.05 mmol) at -78C and the mixture was stirred at the same temperature for 30 minutes.. After the temperature of the reaction mixture was elevated to room temperature, diethyl ether was added thereto.. The mixture was washed with a saturated aqueous solution of ammonium chloride and the organic layer was dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The residue was subjected to flash silica gel chromatography, and the fraction obtained from the hexane:ethyl acetate=9:1 elude was concentrated under reduced pressure, whereby the title compound (2.92 g, 4.65 mmol, 88%) was obtained as a colorless oil.1H-NMR (400MHz, CDCl3) delta: 1.04(9H,m), 1.21-1.90(8H,m), 3.64(2H,t,J=6.3Hz), 4.96(1H,t,J=6.5Hz), 6.86-7.01(2H,m), 7.13-7.20(1H,m), 7.32-7.45(6H,m), 7.62-7.70(4H,m).

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 5433-01-2, These common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 50 Preparation of Ethyl beta-Amino-m-Isopropylcinnamate. To the Grignard reagent prepared from 39.5 g (0.198 mol) of m-bromocumene and 4.9 g (0.20 mol) of magnesium in 150 ml of ether was added 11.2 g (0.099 mol) of ethyl cyanoacetate dropwise with stirring at 10. The mixture was stirred at reflux for 22 hours and was allowed to stand at 23 for four days. Then, 10.6 g (0.20 mol) of NH4 Cl in 60 ml of water was added with stirring at 10-15, followed by 0.20 mol of 2 N, HCl at 0. The layers were separated, and the water layer was extracted with 100 ml of ether. The ether layers were combined, extracted with dilute NaHCO3 solution, dried (CaSO4), and distilled to give 4.95 g of 80% pure product, boiling point 139-142 (0.15 torr) and 0.87 g of about 97% pure product, boiling point 142-143 (0.15 torr). [Infrared analysis of the lower-boiling impurity indicated it to be bi(m-cumenyl)]. Anal. Calc’d. for 97% C14 H19 NO2 -3% C18 H22: C, 72.60; H, 8.24; N, 5.82. Found: C, 72.60; H, 8.46; N, 5.84.

Statistics shows that 1-Bromo-3-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 5433-01-2.

Reference:
Patent; Monsanto Company; US4187099; (1980); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2550-36-9, name is (Bromomethyl)cyclohexane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2550-36-9, Recommanded Product: 2550-36-9

The compound prepared in Step 5 (35 mg, 0.08 mmol), (bromomethyl) cyclohexane (21 mg, 0.12 mmol), 2C03 (22 mg, 0.16 mmol), I (2 mg) in DMF (2 mL) was stirred at 90C for 16 hours under N2. The mixture was concentrated, diluted with DCM, washed with brine, dried over Na2S04, filtered and the solvent was evaporated. The residue was purified by prep-HPLC to give pure product (15 mg, yield: 35%).-NMR (400 MHz, CDC13) delta 7.97-7.93 (m, 2H), 7.73 (s, 1H), 7.58 (s, 1 H), 7.52-7.50 (m, 2H), 7.44-7.37 (m, 3H), 7.24-7.16 (m, 2H), 5.84 (s, 1H), 3.18-3.13 (m, 1 H), 2.99-2.97 (m, 4H), 2.95 (s, 3H), 1.74-1.58 (m, 1 H),1.54~1.51 (m, 2H), 1.43-1.41 (m, 2H), 1 .04-0.91 (m, 4H), 0.89-0.79 (m, 2H), 0.76-0.56 (m, 1H). MS (M+H)+: 535.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey, Cameron; LIVERTON, Nigel, J.; SOLL, Richard; LI, Peng; PENG, Xuanjia; WU, Hao; NARJES, Frank; HABERMANN, Joerg; KOCH, Uwe; LIU, Shilan; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI, SRL; WO2011/106992; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, 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. Application In Synthesis of 3-Bromo-2-fluoroaniline

General procedure: GP3-1: A solution of 2-halo substituted aniline (1.0 eq), potassium ethyl xanthate (1.2 eq or 2.2 eq, typically 2.2 eq) In 10 volume of anhydrous DMF was heated at 100 C. or 120 C. for 4 hours under nitrogen. TLC monitored the progress of reaction. After completion, the reaction mixture was cooled to room temperature, diluted with water (10 volume) and neutralized by 1 M HCl solution to pH 5. The formed precipitate was collected by filtration, rinsed with water, firstly dried by rotavapor, and then dried by oil pump to afford 2-mercaptobenzothiazole.; 2-mercapto-7-fluorobenzothiazole The title compound was prepared according to GP3-1 using 2,3-difluoroaniline (3.0 g, 23.5 mmol), potassium ethyl xanthate (8.2 g, 51.0 mmol) and DMF (30 mL). Water was added to precipitate the product as off-white solid. (4.3 g, 100% yield) LC-MS (ESI): [M+1]+=185.77, tR=3.65 min. 1H NMR (400 MHz, d6-DMSO) delta 14.07 (s, 1H), 7.46 (td, J=8.2, 5.6 Hz, 1H), 7.23-7.16 (m, 2H). 13C NMR (101 MHz, d6-DMSO) delta 189.34, 154.34 (d, J=244.5 Hz), 143.52 (d, J=6.6 Hz), 129.13 (d, J=7.8 Hz), 115.67 (d, J=22.9 Hz), 110.14 (d, J=18.7 Hz), 108.94 (d, J=3.4 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 58534-95-5, its application will become more common.

Reference:
Patent; Wu, Xiao Hua; Wu, Xiaohua; US10221168; (2019); B1;,
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. 114078-88-5, name is 5-Bromo-1,2,3-triazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H2BrN3

Compound (M-21) (2.00 g, 12.5 mmol)Was dissolved in chloroform (25.0 mL)4 A molecular sieve (400 mg, powder)And the compound (M-22) (3.10 g, 18.8 mmol) was added at 0 C.,And the mixture was stirred at 0 C. for 5 minutes.After stirring at 45 C. for 40 minutes, it was allowed to cool to room temperature.The solvent was distilled off under reduced pressure,The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate)Compound (M-23)(Yield 1.90 g, yield 67%).

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 114078-88-5.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; Watanabe, Atsushi; Sato, Yuki; ogura, Keiji Tamada; Tatsumi, Yoshiyuki; (283 pag.)JP2018/145180; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-39-8, 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (385 mg, 2.10 mmol, 1.20 equiv) in tetrahydrofuran (7 ml) was added n-BuLi (2.5M in hexane, 0.77 ml, 1.10 equiv) dropwise at -78C, and the reaction mixture was stirred for 30 min at -78C. 5-Bromo-2-(dimethylamino)benzaldehyde (400 mg, 1.75 mmol, 1.00 equiv) in tetrahydrofuran (3 ml) was then added to the solution. The reaction mixture was stirred at -78C for 2 h. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20% EA/PE) to yield bicyclo[4.2.0]octa-1 (6),2,4-trien-3-yl[5-bromo-2- (dimethylamino)phenyl]methanol as a light yellow oil. MS (ES) m/z: 332.0 [M+H]+

The synthetic route of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary